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Journal articles on the topic 'Oxygen heterocycles'

Author: Grafiati

Published: 4 June 2021

Last updated: 25 July 2025

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1

Zhu, Yannan, and You Huang. "Organocatalyzed [3+3] Annulations for the Construction of Heterocycles." Synthesis 52, no. 08 (2020): 1181–202. http://dx.doi.org/10.1055/s-0039-1690810.

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Six-membered heterocyclic systems are widely distributed in many natural products and pharmaceuticals, and the construction of highly functionalized six-membered heterocyclic compounds is an important topic in modern organic synthesis. Organocatalyzed [3+3] annulations represents an important method for assembling a substantial variety of six-membered cycles that contain one or more heteroatoms. This review describes the development of organocatalyzed [3+3] annulations for the synthesis of six-membered heterocycles, including organocatalysis using secondary amines, tertiary amines, phosphines,

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2

Abbas, Sumayah Saadi, Azhar Mahdi Jasim, Tayseer Hamid Shakir, and Iman Saadi Abbas. "Anticancer Activities of Some Heterocyclic Compounds Containing an Oxygen Atom: A Review." Al-Rafidain Journal of Medical Sciences ( ISSN: 2789-3219 ) 4 (April 27, 2023): 60–67. http://dx.doi.org/10.54133/ajms.v4i.109.

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The purpose of this study is to underline the progression and development of research regarding oxygen-containing heterocycles as well as the contribution that some oxygen-containing heterocycles have made as anticancer medicines. A series of publications about the antitumor effects of derivatives of heterocyclic compounds containing an oxygen atom, such as furan, benzofuran, oxazole, benzoxazole, and oxadiazole, were evaluated, and their anticancer activities showed encouraging results when compared to those of established standard treatments.

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3

Rusu, Aura, Ioana-Maria Moga, Livia Uncu, and Gabriel Hancu. "The Role of Five-Membered Heterocycles in the Molecular Structure of Antibacterial Drugs Used in Therapy." Pharmaceutics 15, no. 11 (2023): 2554. http://dx.doi.org/10.3390/pharmaceutics15112554.

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Five-membered heterocycles are essential structural components in various antibacterial drugs; the physicochemical properties of a five-membered heterocycle can play a crucial role in determining the biological activity of an antibacterial drug. These properties can affect the drug’s activity spectrum, potency, and pharmacokinetic and toxicological properties. Using scientific databases, we identified and discussed the antibacterials used in therapy, containing five-membered heterocycles in their molecular structure. The identified five-membered heterocycles used in antibacterial design contai

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4

Cui, Hai-Lei. "Recent Advances in DMSO-Based Direct Synthesis of Heterocycles." Molecules 27, no. 23 (2022): 8480. http://dx.doi.org/10.3390/molecules27238480.

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Besides serving as a low-toxicity, inexpensive and easily accessible solvent, dimethyl sulfoxide (DMSO) has also been extensively used as a versatile reagent for the synthesis of functionalized molecules. Dimethyl sulfoxide can not only be utilized as a carbon source, a sulfur source and an oxygen source, but also be employed as a crucial oxidant enabling various transformations. The past decade has witnessed a large number of impressive achievements on the direct synthesis of heterocycles as well as modifications of heterocyclic compounds by applying DMSO as a reagent. This review summarized

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5

Romero-Hernández, Laura L., Ana Isabel Ahuja-Casarín, Penélope Merino-Montiel, Sara Montiel-Smith, José Luis Vega-Báez, and Jesús Sandoval-Ramírez. "Syntheses and medicinal chemistry of spiro heterocyclic steroids." Beilstein Journal of Organic Chemistry 20 (July 24, 2024): 1713–45. http://dx.doi.org/10.3762/bjoc.20.152.

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There is compelling evidence that incorporating a heterocyclic moiety into a steroid can alter its pharmacological and pharmacokinetic properties, driving intense interest in the synthesis of such hybrids among research groups. In this review, we present an overview of recent synthetic methodologies, spanning the period from 2000 to 2023, for the preparation of spiro heterocyclic steroids. The compounds surveyed encompass four-, five-, six-, and seven-membered heterocycles appended to various positions of steroidal backbones, with spirocycles containing oxygen, nitrogen, and sulfur atoms being

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6

Slivka, Mikhailo, and Mikhailo Onysko. "The Use of Electrophilic Cyclization for the Preparation of Condensed Heterocycles." Synthesis 53, no. 19 (2021): 3497–512. http://dx.doi.org/10.1055/s-0040-1706036.

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AbstractCondensed heterocycles are well-known for their excellent biological effects and they are undeniably important compounds in organic chemistry. Electrophilic cyclization reactions are widely used for the synthesis of mono-heterocyclic compounds. This review highlights the utility of electrophilic cyclization reactions as an effective generic tool for the synthesis of various condensed heterocycles containing functional groups that are able to undergo further chemical transformations, such as nucleophilic substitution, elimination, re-cyclization, cleavage, etc. This review describes the

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7

Li, Xianwei, Tianzhang Wang, Yu-Jing Lu, Shaomin Ji, Yanping Huo, and Bifu Liu. "Copper-catalyzed oxidative multicomponent reaction: synthesis of imidazo fused heterocycles with molecular oxygen." Organic & Biomolecular Chemistry 16, no. 39 (2018): 7143–51. http://dx.doi.org/10.1039/c8ob01532e.

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An oxidative cascade that involves multicomponent reaction comprising a terminal alkyne, 2-amino N-heterocycle, benzyl or allylic bromide with molecular oxygen, delivering densely functionalized imidazo fused heterocycles, is achieved.

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8

Elliott, Mark C., and Eve Williams. "Saturated oxygen heterocycles." Journal of the Chemical Society, Perkin Transactions 1, no. 19 (2001): 2303–40. http://dx.doi.org/10.1039/b007290g.

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9

Elliott, Mark C. "Saturated oxygen heterocycles." Journal of the Chemical Society, Perkin Transactions 1, no. 21 (October 1, 2002): 2301–23. http://dx.doi.org/10.1039/b201515n.

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10

Elliott, Mark C. "Saturated oxygen heterocycles." Journal of the Chemical Society, Perkin Transactions 1, no. 9 (2000): 1291–318. http://dx.doi.org/10.1039/a903885j.

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11

Burns, Christopher J. "Saturated oxygen heterocycles." Contemporary Organic Synthesis 1, no. 1 (1994): 23. http://dx.doi.org/10.1039/co9940100023.

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12

Burns, Christopher J. "Saturated oxygen heterocycles." Contemporary Organic Synthesis 2, no. 3 (1995): 189. http://dx.doi.org/10.1039/co9950200189.

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13

Burns, Christopher J., and Donald S. Middleton. "Saturated oxygen heterocycles." Contemporary Organic Synthesis 3, no. 3 (1996): 229. http://dx.doi.org/10.1039/co9960300229.

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14

Elliott, Mark C. "Saturated oxygen heterocycles." Contemporary Organic Synthesis 4, no. 3 (1997): 238. http://dx.doi.org/10.1039/co9970400238.

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15

Elliott, Mark C. "Saturated oxygen heterocycles." Journal of the Chemical Society, Perkin Transactions 1, no. 24 (1998): 4175–200. http://dx.doi.org/10.1039/a805170d.

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16

Perlmutter, Patrick. "The Nucleophilic Addition/Eiectrophilic Ring Closure Route to Bio-Active Heterocycles." Current Medicinal Chemistry 3, no. 2 (1996): 139–52. http://dx.doi.org/10.2174/092986730302220302101738.

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Abstract: Many bio-active compounds contain one or more saturated or partially saturated heterocycles. Most of these contain one or more stereo centres. As a result any attempts to synthesize these compounds must take full account of the stereochemistry. In this article a new approach to the stereoselective synthesis of heterocycles is reviewed. The emphasis is on oxygen-containing heterocycles. The approach involves a sequence of a nucleophilic addition reaction followed by an electrophilic ring closure. Examples are given of the stereoselective synthesis of the heterocyclic subunits of macr

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17

Hershberger, John C. "Recent Advances in Palladium-Catalyzed Oxidative Cyclizations." Current Organic Chemistry 23, no. 9 (2019): 1019–44. http://dx.doi.org/10.2174/1385272823666190429155004.

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Heterocycles are very common substructures in a number of pharmaceuticals. Over the past several years, the use of palladium-catalyzed oxidative cyclization for heterocyclic synthesis has become much more prevalent. This review collects recent reports using palladium catalysis to synthesize a wide variety of heterocyclic scaffolds. Many of these reactions use oxygen as the terminal oxidant. Some salient mechanistic features are discussed.

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18

Ganguly, A. K., P. K. Mahata, and D. Biswas. "Synthesis of oxygen heterocycles." Tetrahedron Letters 47, no. 8 (2006): 1347–49. http://dx.doi.org/10.1016/j.tetlet.2005.12.062.

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19

Ghosh, Somnath, Indira Datta, Rupak Chakraborty, Tapas Kumar Das, Judhajit Sengupta(in part), and Dipak Chandra Sarkar(in part). "Studies on oxygen heterocycles." Tetrahedron 45, no. 5 (1989): 1441–46. http://dx.doi.org/10.1016/0040-4020(89)80142-5.

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20

Patonay, Tamás, István Pazurik, and Anita Ábrahám. "C-Alkynylation of Chromones by Sonogashira Reaction." Australian Journal of Chemistry 66, no. 6 (2013): 646. http://dx.doi.org/10.1071/ch13006.

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Sonogashira reaction of bromochromones and -flavones with a bromine atom on their benzene or heterocyclic ring with various terminal alkynes gave the desired products with nearly the same efficiency as the previously used iodine derivatives. The coupling reactions were performed in the presence of [tetrakis(triphenylphosphine)palladium(0)], copper(i) co-catalyst, and triethylamine, resulting in the formation of numerous hitherto unknown alkynylated oxygen heterocycles, and provide further proof for the applicability of this reaction for these O-heterocycles. Chromones with ethynyl functionalit

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21

Masdeu, Carme, Maria Fuertes, Endika Martin-Encinas, et al. "Fused 1,5-Naphthyridines: Synthetic Tools and Applications." Molecules 25, no. 15 (2020): 3508. http://dx.doi.org/10.3390/molecules25153508.

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Heterocyclic nitrogen compounds, including fused 1,5-naphthyridines, have versatile applications in the fields of synthetic organic chemistry and play an important role in the field of medicinal chemistry, as many of them have a wide range of biological activities. In this review, a wide range of synthetic protocols for the construction of this scaffold are presented. For example, Friedländer, Skraup, Semmlere-Wolff, and hetero-Diels-Alder, among others, are well known classical synthetic protocols used for the construction of the main 1,5-naphthyridine scaffold. These syntheses are classified

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22

Maji, Pradip Kumar. "Synthesis of Pyrimidine-Annulated Five-Membered Heterocycles: An Overview." Current Organic Chemistry 23, no. 20 (2019): 2204–69. http://dx.doi.org/10.2174/1385272823666191019111627.

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This review describes the non-exhaustive scenery of the synthesis of various biologically interesting pyrimidine annulated five-membered heterocyclic ring systems that have been appeared in the literature during the last two decades. During this period, different synthetic routes and various methodologies have been developed for the functionalization of pyrimidine ring towards the construction of five-membered heterocyclic rings. The aim of this review is to give an overview of the assorted methodologies that have been reported about the chemistry of construction of pyrimidines annulated nitro

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23

Nayl, AbdElAziz A., Ashraf A. Aly, Wael A. A. Arafa, et al. "Azides in the Synthesis of Various Heterocycles." Molecules 27, no. 12 (2022): 3716. http://dx.doi.org/10.3390/molecules27123716.

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In this review, we focus on some interesting and recent examples of various applications of organic azides such as their intermolecular or intramolecular, under thermal, catalyzed, or noncatalyzed reaction conditions. The aforementioned reactions in the aim to prepare basic five-, six-, organometallic heterocyclic-membered systems and/or their fused analogs. This review article also provides a report on the developed methods describing the synthesis of various heterocycles from organic azides, especially those reported in recent papers (till 2020). At the outset, this review groups the synthet

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24

Elliot, Mark C., and Eve Williams. "ChemInform Abstract: Saturated Oxygen Heterocycles." ChemInform 33, no. 7 (2010): no. http://dx.doi.org/10.1002/chin.200207264.

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25

Elliott, Mark C. "ChemInform Abstract: Saturated Oxygen Heterocycles." ChemInform 30, no. 16 (2010): no. http://dx.doi.org/10.1002/chin.199916280.

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26

ELLIOTT, M. C. "ChemInform Abstract: Saturated Oxygen Heterocycles." ChemInform 28, no. 37 (2010): no. http://dx.doi.org/10.1002/chin.199737384.

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27

BURNS, C. J. "ChemInform Abstract: Saturated Oxygen Heterocycles." ChemInform 27, no. 12 (2010): no. http://dx.doi.org/10.1002/chin.199612279.

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28

BURNS, C. J., and D. S. MIDDLETON. "ChemInform Abstract: Saturated Oxygen Heterocycles." ChemInform 27, no. 44 (2010): no. http://dx.doi.org/10.1002/chin.199644284.

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29

Elliott, Mark C. "ChemInform Abstract: Saturated Oxygen Heterocycles." ChemInform 31, no. 30 (2010): no. http://dx.doi.org/10.1002/chin.200030254.

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30

BURNS, C. J. "ChemInform Abstract: Saturated Oxygen Heterocycles." ChemInform 26, no. 4 (2010): no. http://dx.doi.org/10.1002/chin.199504287.

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31

Hemmerling, Franziska, and Frank Hahn. "Biosynthesis of oxygen and nitrogen-containing heterocycles in polyketides." Beilstein Journal of Organic Chemistry 12 (July 20, 2016): 1512–50. http://dx.doi.org/10.3762/bjoc.12.148.

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This review highlights the biosynthesis of heterocycles in polyketide natural products with a focus on oxygen and nitrogen-containing heterocycles with ring sizes between 3 and 6 atoms. Heterocycles are abundant structural elements of natural products from all classes and they often contribute significantly to their biological activity. Progress in recent years has led to a much better understanding of their biosynthesis. In this context, plenty of novel enzymology has been discovered, suggesting that these pathways are an attractive target for future studies.

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32

Olšovská, Jana, Karel Štěrba, Martin Slabý, and Tomáš Vrzal. "Novel method for determination of heterocyclic compounds and their impact in brewing technology." KVASNY PRUMYSL 67, no. 2 (2021): 417–27. http://dx.doi.org/10.18832/kp2021.67.417.

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A new simultaneous method for determination of 16 heterocyclic compounds using SPE sample preparation and GC-MS determination was developed regarding increasing interest of the role of sensory active compounds in beer. LiChrolut® EN SPE columns proved to be optimal for both, a mixture of analytes with a different polarity and such complicated matrix as beer. Recoveries of individual analytes are about 100% except for three compounds (2-methylpyridine about 30%, maltol and furaneol about 50%); repeatability, uncertainty and LOQ are satisfactory for the method application. The method was used fo

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33

Negi, Beena, and Aarshiya Kwatra. "A Review of Recent Progress on the Anticancer Activity of Heterocyclic Compounds." SynOpen 08, no. 03 (2024): 185–210. http://dx.doi.org/10.1055/s-0040-1720125.

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AbstractCancer is one of the most daunting illnesses in the world as compared to many other human diseases. This review article aims to summarize the literature that is already published based on heterocyclic anticancer compounds. Under this broad topic we try to shed a light on anticancer potentiality of oxygen-, sulfur-, and nitrogen-containing heterocyclic compounds, such as quinolines, pyrroles, pyrimidines, pyridines, indoles, also sulfonamides linked heterocycles, benzimidazoles and oxadiazoles.1 Introduction1.1 Drugs in Use for Cancer Treatment1.2 Recently Discovered Anticancer Drugs2 V

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34

van Maarseveen, Jan H. "Solid Phase Synthesis of Heterocycles by Cyclization/Cleavage Methodologiest." Combinatorial Chemistry & High Throughput Screening 1, no. 4 (1997): 185–214. http://dx.doi.org/10.2174/1386207301666220125213031.

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For the solid phase preparation of various (pharmacologically important) heterocycles, cyclization/cleavage (C/C) or cyclorelease strategies proved to be superior. CC approaches take utmost advantage of the benefits of sol)d phase synthesis. Besides the practical benefits of solid phase reactions, cyclative release approaches are distinguished especially because of the generally found high purity of the final detached products, since only the anticipated structures cleave off the resin. Also cyclization/cleavage strategies are "traceless", as the obtained moiety after cyclization is part of th

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35

Lu, Qili, Dipesh S. Harmalkar, Yongseok Choi, and Kyeong Lee. "An Overview of Saturated Cyclic Ethers: Biological Profiles and Synthetic Strategies." Molecules 24, no. 20 (2019): 3778. http://dx.doi.org/10.3390/molecules24203778.

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Saturated oxygen heterocycles are widely found in a broad array of natural products and other biologically active molecules. In medicinal chemistry, small and medium rings are also important synthetic intermediates since they can undergo ring-opening and -expansion reactions. These applications have driven numerous studies on the synthesis of oxygen-containing heterocycles and considerable effort has been devoted toward the development of methods for the construction of saturated oxygen heterocycles. This paper provides an overview of the biological roles and synthetic strategies of saturated

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36

Pitchumani, Venkatachalam, and David W. Lupton. "Studies on Thiourea Catalysed Bromocycloetherification and Bromolactonisations." Australian Journal of Chemistry 73, no. 12 (2020): 1292. http://dx.doi.org/10.1071/ch20184.

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Lewis base catalysed halofunctionalisation reactions of alkenes are well established and allow access to, among others, various oxygen containing heterocycles. By exploiting the known conversion of N-heterocyclic carbenes into the corresponding thioureas it has been possible to prepare and study a range of chiral and non-chiral Lewis base catalysts for such reactions. Although all thiourea catalysts were found to mediate bromocycloetherification and bromolactonisation reactions, they could not be achieved with enantioselectivity.

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37

Tolba, Mahmoud S., Mokhtar A. Abd ul-Malik, Adel M. Kamal El-Dean, et al. "An overview on synthesis and reactions of coumarin based compounds." Current Chemistry Letters 11, no. 1 (2022): 29–42. http://dx.doi.org/10.5267/j.ccl.2021.9.007.

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Oxygen-containing heterocycles are largely distributed in natural and synthetic compounds. Coumarins are among the most famous heterocycles which possess one oxygen atom in their rings. Coumarins are classified as multifunctional scaffold and are used as anti-oxidant reagents, anti-inflammatory, anti-microbial, anti-fungal, anti-HIV active, analgesic, anti-histaminic, insecticides, dyes, herbicides, sensitizers, perfumes, cosmetics and food additives. Due to their diverse applications in industrial and pharmaceutical fields, many chemists have given significant interest to these compounds. Her

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38

Majumdar, Krishna C., Pradip Debnath, and Pradip K. Maji. "Radical-mediated cyclization reaction — Regioselective synthesis of pyrimidine- and coumarin-annulated [6,6]-fused oxygen heterocycles." Canadian Journal of Chemistry 86, no. 8 (2008): 846–54. http://dx.doi.org/10.1139/v08-087.

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The n-Bu3SnH-AIBN mediated aryl radical cyclization of various 8-[(2-bromophenoxy)methyl]-1,3-dimethyl-2,3,4,6-tetrahydro-1H-pyrano[3,2-d]pyrimidine-2,4-diones and 1-[(2-bromophenoxy)methyl]-3,5-dihydropyrano[2,3-c]coumarins was investigated with the formation of [6,6]-fused oxygen heterocycles as a single regioisomer.Key words: n-Bu3SnH-AIBN, aryl radical cyclization, 6-endo-trig, oxygen heterocycles, coumarin derivatives, pyrimidine derivatives.

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39

Fernando, Jared, Alison Levens, Daniel Moock, and David Lupton. "N-Heterocyclic Carbene Catalyzed Transformylation." Synthesis 49, no. 15 (2017): 3505–10. http://dx.doi.org/10.1055/s-0036-1588449.

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The N-heterocyclic carbene (NHC) catalyzed transformylation has been developed for the conversion of 1°, 2°, and 3° alcohols to the corresponding formates. The reaction employs low catalyst loadings and methyl formate as the formyl transfer reagent. The scope of the reaction is broad with 23 examples reported with good yields (59–96%). The reaction is insensitive to common nitrogen and oxygen protecting groups and can be achieved in the presence of a number of heterocycles.

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40

Polshettiwar, Vivek, and Rajender S. Varma. "Greener and expeditious synthesis of bioactive heterocycles using microwave irradiation." Pure and Applied Chemistry 80, no. 4 (2008): 777–90. http://dx.doi.org/10.1351/pac200880040777.

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The utilization of green chemistry techniques is dramatically reducing chemical waste and reaction times as has recently been proven in several organic syntheses and chemical transformations. To illustrate these advantages in the synthesis of bioactive heterocycles, we have studied various environmentally benign protocols that involve greener alternatives. Microwave (MW) irradiation of neat reactants catalyzed by the surfaces of recyclable mineral supports, such as alumina, silica, clay, or their "doped" versions, enables the rapid one-pot assembly of heterocyclic compounds, such as flavonoids

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41

Frühauf, Anton, Martin Behringer, and Franz-Josef Meyer-Almes. "Significance of Five-Membered Heterocycles in Human Histone Deacetylase Inhibitors." Molecules 28, no. 15 (2023): 5686. http://dx.doi.org/10.3390/molecules28155686.

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Five-membered heteroaromatic rings, in particular, have gained prominence in medicinal chemistry as they offer enhanced metabolic stability, solubility and bioavailability, crucial factors in developing effective drugs. The unique physicochemical properties and biological effects of five-membered heterocycles have positioned them as key structural motifs in numerous clinically effective drugs. Hence, the exploration of five-ring heterocycles remains an important research area in medicinal chemistry, with the aim of discovering new therapeutic agents for various diseases. This review addresses

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42

Zhang, Xiaoxiang, Xiaoping Sun, Hui Fan, et al. "Gold-catalyzed formation of indole derivatives from 2-alkynyl arylazides and oxygen-containing heterocycles." RSC Advances 6, no. 61 (2016): 56319–22. http://dx.doi.org/10.1039/c6ra09761h.

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43

Chen, Xiuling, Tieqiao Chen, Yongbo Zhou, Daoqing Han, Li-Biao Han, and Shuang-Feng Yin. "Metal-free aerobic oxidative C–N bond cleavage of tertiary amines for the synthesis of N-heterocycles with high atom efficiency." Org. Biomol. Chem. 12, no. 23 (2014): 3802–7. http://dx.doi.org/10.1039/c4ob00578c.

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An efficient metal-free aerobic C–N bond cleavage of tertiary amines has been developed to construct N-heterocycles using molecular oxygen as the sole oxidant with high atom efficiency. All of the three alkyl groups in tertiary amines can be utilized and transformed into N-heterocycles.

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44

Muhammad, Mohed Ahmad. "Physical Properties of Cyclestructure." American International Journal of Biology and Life Sciences 1, no. 1 (2019): 15–22. http://dx.doi.org/10.46545/aijbls.v1i1.31.

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Azo – cyclic derivatives are a part from a ring that has more than type of atoms. Nitrogen, oxygen and sulfur are often found along with carbon in heterocycles rings. Heterocycles derivatives are common in chemical chemistry, and many have fulfilled important physiological active in plant and animal kingdoms and have an important biological properties, such as, the antibiotic penicillin, sedative phenabarbital, and sugar replacing reagent saccharin, all having heterocycles ring.

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45

Kaur, Navjeet, Neha Ahlawat, Pooja Grewal, Pranshu Bhardwaj, and Yamini Verma. "Organo or Metal Complex Catalyzed Synthesis of Five-membered Oxygen Heterocycles." Current Organic Chemistry 23, no. 25 (2020): 2822–47. http://dx.doi.org/10.2174/1385272823666191122111351.

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: The reactions involving the formation of C-O bond using metal as a catalyst have emerged to be one of the most influential reactions for the synthesis of heterocycles in modern organic chemistry. Catalysis by metals offers diverse opportunities to invent new organic reactions with a promising range of selectivities such as chemoselectivity, regioselectivity, diastereoselectivity, and enantioselectivity. The methodologies used earlier for synthesis were less approachable to the organic chemist because of their high cost, highly specified instrumentation and inconvenient methods. For both ster

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46

Campos and Berteina-Raboin. "Eucalyptol as a Bio-Based Solvent for Buchwald-Hartwig Reaction on O,S,N-Heterocycles." Catalysts 9, no. 10 (2019): 840. http://dx.doi.org/10.3390/catal9100840.

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We report here the use of eucalyptol as a bio-based solvent for the Buchwald–Hartwig reaction on O,S,N-heterocycles. These heterocycles containing oxygen, sulfur and nitrogen were chosen as targets or as starting materials. Once again, eucalyptol demonstrated to be a possible sustainable alternative to common solvents.

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47

Nishiguchi, Atsuko, Tomomi Ikemoto, Tatsuya Ito, Shotaro Miura, and Kiminori Tomimatsu. "Efficient Preparation of Medium Ring Oxygen Heterocycles." HETEROCYCLES 71, no. 2 (2007): 445. http://dx.doi.org/10.3987/com-06-10941.

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48

Kumbhar, Virendra B., Augustine R. Joseph, Arun D. Natu, Radhika S. Kusurkar, and Madhusudan V. Paradkar. "An Efficient Synthesis of Bibenzylic Oxygen Heterocycles." Journal of Chemical Research 2007, no. 10 (2007): 590–93. http://dx.doi.org/10.3184/030823407x256091.

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The first total syntheses of naturally occurring 6-methoxy-4-(2-phenylethyl)benzofuran (1) and 2,2-dimethyl-7-methoxy-5-(2-phenylethyl)chroman (2) and the non-natural 7-methoxy-5-(2-phenylethyl)chromen-2-one (3) are described from 3,5-dimethoxyphenylacetic acid in good yields.

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49

Johnson, C. R. "Unusual applications of oxygen heterocycles in synthesis." Pure and Applied Chemistry 59, no. 8 (1987): 969–74. http://dx.doi.org/10.1351/pac198759080969.

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50

Liu, Rai-Shung. "Synthesis of oxygen heterocycles via alkynyltungsten compounds." Pure and Applied Chemistry 73, no. 2 (2001): 265–69. http://dx.doi.org/10.1351/pac200173020265.

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Abstract:

This short review article covers some useful applications of alkynyltungsten compounds to the syntheses of complex lactones. Two types of cyclizations will be emphasized: (1) cycloalkenylation of tungsten-alkynol compounds with aldehydes to give a-alkylidene oxacarbeniums, further leading to a-alkylidene lactones and (2) intramolecular [3+2]-cycloaddition of epoxides to give bicyclic lactones. The new methodologies can provide a short synthesis of enantiopure lactones such as (-) -epilitsenolide C2, (+) -listenolide C1, (+) -isodihydromahubanolide A, (+) -blastmycinone, and (-) -epi-blastmycin

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