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Relevant bibliographies by topics / Heteroaromatic rings

Academic literature on the topic 'Heteroaromatic rings'

Author: Grafiati

Published: 1 April 2023

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Contents

Journal articles
Dissertations / Theses
Book chapters
Conference papers

Journal articles on the topic "Heteroaromatic rings":

1

Pitt, William R., David M. Parry, Benjamin G. Perry, and Colin R. Groom. "Heteroaromatic Rings of the Future." Journal of Medicinal Chemistry 52, no. 9 (May 14, 2009): 2952–63. http://dx.doi.org/10.1021/jm801513z.

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Doerksen, Robert J., and Ajit J. Thakkar. "Bond orders in heteroaromatic rings." International Journal of Quantum Chemistry 90, no. 2 (2002): 534–40. http://dx.doi.org/10.1002/qua.998.

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3

Orita, Akihiro, Fangguo Ye, Govindarajulu Babu, Tomohiro Ikemoto, and Junzo Otera. "Double elimination protocol for the synthesis of arylene ethynylenes containing heteroaromatic rings." Canadian Journal of Chemistry 83, no. 6-7 (June 1, 2005): 716–27. http://dx.doi.org/10.1139/v05-038.

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The double elimination reaction of β-substituted sulfones offers a versatile strategy for synthesis of arylene ethynylene kits containing heteroaromatic rings. A sequence of aldol reaction between α-sulfonyl carbanion and aldehyde, trapping the resulting aldolate to give β-substituted sulfone, and double elimination of this intermediate can be integrated in one pot. This protocol allows thiophene, pyridine, and ferrocene units to be accommodated in phenylene ethynylene arrays.Key words: aryleneethynylenes, heteroaromatic rings, ferrocene, double elimination, sulfones.

4

Landmana, Marilé, Helmar Görls, Chantelle Crause, Hubert Nienaber, Andrew Olivier, and Simon Lotz. "Di-tungsten Bis-carbene Complexes Linked by Condensed Heteroaromatic Spacers." Zeitschrift für Naturforschung B 62, no. 3 (March 1, 2007): 419–26. http://dx.doi.org/10.1515/znb-2007-0316.

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The 2,7-dilithiated substrates of 3,6-dimethylthieno[3,2-b]thiophene, N,N′-dimethylpyrrolo[3,2- b]pyrrole and N-methylthieno[3,2-b]pyrrole were reacted with W(CO)6 to give, after subsequent alkylation with Et3OBF4, the ditungsten biscarbene complexes [(CO)5W{C(OEt)XXC(OEt)} W(CO)5] (XX = condensed heteroaromatic spacers). Sites of attack during the dilithiation of the condensed rings were studied and compared, and the yields of the desired ditungsten biscarbene complexes optimized by changing the reaction conditions according to the role of the heteroatoms in the rings. The crystallographic data of the three ditungsten biscarbene complexes are reported and their structural features compared. The methyl substituents on the condensed heteroaromatic rings play an important role in determining the molecular configurations.

5

Doerksen, Robert J., and Ajit J. Thakkar. "Quadrupole and Octopole Moments of Heteroaromatic Rings." Journal of Physical Chemistry A 103, no. 48 (December 1999): 10009–14. http://dx.doi.org/10.1021/jp992524v.

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6

Gamez, Patrick, Tiddo J. Mooibroek, Simon J. Teat, and Jan Reedijk. "Anion Binding Involving π-Acidic Heteroaromatic Rings." Accounts of Chemical Research 40, no. 6 (June 2007): 435–44. http://dx.doi.org/10.1021/ar7000099.

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7

Katritzky, Alan R., and Nicholas Dennis. "Cycloaddition reactions of heteroaromatic six-membered rings." Chemical Reviews 89, no. 4 (June 1989): 827–61. http://dx.doi.org/10.1021/cr00094a006.

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8

Meena, Chhuttan L., Shubdha Ingole, Satyendra Rajpoot, Avinash Thakur, Prajwal P. Nandekar, Abhay T. Sangamwar, Shyam S. Sharma, and Rahul Jain. "Discovery of a low affinity thyrotropin-releasing hormone (TRH)-like peptide that exhibits potent inhibition of scopolamine-induced memory impairment in mice." RSC Advances 5, no. 70 (2015): 56872–84. http://dx.doi.org/10.1039/c5ra06935a.

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Thorimbert, Serge, Candice Botuha, and Kevin Passador. "‘Heteroaromatic Rings of the Future’: Exploration of Unconquered Chemical Space." Synthesis 51, no. 02 (November 7, 2018): 384–98. http://dx.doi.org/10.1055/s-0037-1611279.

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Abstract:

William Pitt and co-workers have created a virtual exploratory heterocyclic library ‘VEHICLe’ containing over 200 unconquered bicyclic heteroaromatic rings, synthetically feasible with potential medicinal interest. Since the publication of the 22 ‘heteroaromatic rings of the future’ by Pitt in 2009, 15 of them have been successfully synthesized as bicyclic or polycyclic forms and evaluated for applications in both biology and material science. This short review presents the critical synthesis associated with innovative synthetic methodologies of the synthetically conquered ring scaffolds from the list of 22 with a spotlight on the scientific contribution of this fascinating article for the expansion of the chemical diversity.1 Introduction2 Heteroaromatic Rings of the Future: The Synthetic challenge?2.1 4-Pyrido[1,3]oxazin-4-one-P1 2.2 Pyrrolo[2,1-b][1,3]oxazin-4-one-P4 2.3 Furo[2,1-e]pyridazin-4(1H)-one-P5 2.4 Isoxazolo[3,4-c]pyridin-7-one-P6 2.5 5H,6H-[1,2]Thiazolo[5,4-c]pyridin-5-one-P7 2.6 4H,5H-Furo[3,2-b]pyridin-5-one-P8 2.7 1H,5H,6H-Pyrazolo[3,4-c]pyridin-5-one-P9 2.8 Thieno[3,4-c]pyridazine-P10 2.9 Pyrrolo[1,2-c][1,2,3]triazine-P11 2.10 Thieno[3,4-a]oxazole-P12 2.11 2,4-Dihydropyrrolo[3,2-c]pyrazole-P13 2.12 Pyrazolo[1,5-b]isoxazole-P14 2.13 Imidazo[1,5-c]pyrimidin-3(2H)-one-P16 2.14 Cyclopenta[b][1,4]oxazin-5(4H)-one-P17 2.15 2,3-Dihydro-2,6-naphthyridin-3-one-P18 3 Conclusion

10

Silva Júnior, P. E., L. C. D. Rezende, Julia Possamai Gimenes, Vinícius Gonçalves Maltarollo, James Dale, G. H. G. Trossini, F. S. Emery, and A. Ganesan. "Synthesis of two ‘heteroaromatic rings of the future’ for applications in medicinal chemistry." RSC Advances 6, no. 27 (2016): 22777–80. http://dx.doi.org/10.1039/c6ra01099g.

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More sources

Dissertations / Theses on the topic "Heteroaromatic rings":

1

Slater, Rachel. "Polyfunctional heteroaromatic fused ring systems." Thesis, Durham University, 2005. http://etheses.dur.ac.uk/2755/.

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Many current therapeutic agents are based on a core structure consisting of a fused ring heteroaromatic polycyclic system. Methodology for the synthesis of a range of these structurally diverse heteroaromatic derivatives is therefore highly desirable and short, high yielding, regioselective and flexible routes to such systems is very important. Our methodology utilises nucleophilic substitution reactions between pentafluoropyridine (PFP) and its derivatives, and various binucleophiles, e.g. The methodology has also been extended to 4-substituted tetrafluoropyridine derivativesand different binucleophiles, resulting in the successful synthesis of, among others, the system shown below. These fused systems are also reactive to further nucleophilic substitutions.

2

Vosswinkel, Michael. "Ring expansion and ring opening of heteroaromatic nitrenes." [S.l. : s.n.], 2003. http://deposit.ddb.de/cgi-bin/dokserv?idn=968868576.

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3

Mackay, C. "Spirocyclic intermediates in the electrophilic ring closures of heterocycles." Thesis, University of Manchester, 1988. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.233067.

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4

Cavitt, Marchello Alfonzo. "Stress relief: Exercising Lewis acid catalysis for donor-acceptor cyclopropane ring-opening annulations, a basis for new reaction methodologies." Diss., Georgia Institute of Technology, 2015. http://hdl.handle.net/1853/54448.

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Abstract:

Nature’s biodiversity is complex and filled with beauty and wonder which are all observable on the macroscopic scale. This exquisiteness of nature’s intricacies are mirrored on the molecular level such that substances, large or small, are assembled to serve as signaling molecules, protective agents, and fundamental composites of higher-order frameworks for the operation and survival of life. Over the years, chemists have isolated and synthesized these molecules, known as natural products, to understand and evaluate their functions in biology and potential for medicinal applications. Although bioactive natural products demonstrate medicinal promise, poor pharmacological effects require further derivatization because semisynthesis is not sufficient to refine adverse pharmacokinetics. For some active molecules, isolation results in poor yields. In addition to small quantity isolation, many natural products, reflecting the immense complexity of biology itself, pose difficult synthetic challenges to organic chemists because of skeletal heterogeneity, stereochemical complexity, and substitution divergence. As a result of these synthetic obstacles to natural product utilization, improvements are needed in current chemical approaches, and new innovative methodologies for synthesis and chemical space exploration are necessary. Pharmaceutically relevant frameworks, natural products, and synthetic biologically active molecules are comprised of polycarbocyclic and heterocyclic scaffolds. Traditionally, cycloadditions, transannular transformations, and annulation reactions serve as powerful methods for polycyclic formation. In order to assemble diverse polycycles, donor-acceptor cyclopropanes are useful, versatile synthetic equivalents for C-C bond formations. By taking advantage of the strain within these unique, polarized systems, differing molecular architectures can be accessed directly to perform contemporary organic synthesis. Moreover, the donor-acceptor cyclopropanes initially utilized in these studies provided a fundamental basis for new methods to synthesize other relevant scaffolds. Unique, efficient, Lewis acid-catalyzed intramolecular cyclization strategies for the construction of functionalized polycycles using Friedel-Crafts-type alkylation sequences are presented to expand the reaction repertoire of the molecular architect. Generally, products were formed from commercially-available starting materials in high yields with broad scope. The methodologies were demonstrated to be modular, operationally simple, and amenable to different substitution patterns and functional groups to afford tetrahydroindolizines, heteroaromatic cyclohexenones, hydropyrido[1,2-a]indoles, pyrrolo[1,2-a]indoles, pyrrolo[3,2,1-ij]quinolines, pyrrolizines, and tetrahydrobenzo[ij]quinolizines. To demonstrate the utility of the methodologies devised, progress toward, (±)-rhazinicine, a natural product, is discussed. This dissertation is organized into six chapters: (1) an introduction, paradoxical stress and molecular strain’s utility in synthesis; (2) annulation reactions for the formation of heteroaromatic cyclohexenones; (3) hydropyrido[1,2-a]indole formation via an In(III)-catalyzed cyclopropane ring-opening/Friedel-Crafts alkylation sequence; (4) tetrahydroindolizine formation and progress toward the total synthesis of (±)-rhazinicine (5) pyrrolo[1,2-a]indole synthesis using a Michael-type Friedel-Crafts cyclization approach; and (6) a versatile protocol for the intramolecular formation of functionalized pyrrolo[3,2,1-ij]quinolines.

5

Yang, Hua. "Synthesis of novel polycyclic aromatics and heteroaromatics via cascade cyclizations of enyne-allenes and enyne-isocyanates." Morgantown, W. Va. : [West Virginia University Libraries], 2006. https://eidr.wvu.edu/etd/documentdata.eTD?documentid=4515.

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Abstract:

Thesis (Ph. D.)--West Virginia University, 2006.
Title from document title page. Document formatted into pages; contains xv, 110, [139] p. : ill. (some col.). Includes abstract. Includes bibliographical references (p. 102-110).

6

Aponte-Guzman, Joel. "Ring-Opening Benzannulations of Cyclopropenes, Alkylidene Cyclopropanes, and 2,3-Dihydrofuran Acetals: A complementary Approach to Benzo-fused (Hetero)aromatics." Diss., Georgia Institute of Technology, 2015. http://hdl.handle.net/1853/54916.

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Abstract:

Over the past decades, functional group manipulation of aromatic precursors has been a common strategy to access new aromatic compounds. However, these classical methods, such as Friedel-Crafts alkylations and electrophilic/nucleophilic aromatic substitutions, have shown lack of regioselectivity besides the use of activators in excess amounts. To this end, numerous benzannulations to form benzo-fused substrates via Diels-Alder (DA), ring-closing metathesis (RCM), cycloaddition, and transition-metal-promoted processes have been reported. Appending a benzene ring directly onto a pre-existing ring is preferable to many classical methods due to the likely reduction of reaction steps and superior regiocontrol. However, many of these benzannulation reactions require air- and/or moisture- sensitive reaction conditions, a last oxidation step, or the use of highly functionalized precursors. Here we disclose three ‘complementary’ intramolecular ring-opening benzannulations to access a large array of functionalized (hetero)aromatic scaffolds utilizing cyclopropenes-3,3-dicarbonyls, alkylidene cyclopropanes-1,1-diesters, and 2,3-dihydrofuran O,O- and N,O- acetals as building blocks. More than 70 benzo-fused aromatic compounds were synthesized using this complementary approach with yields up to 98% and low catalyst loadings. With these benzannulation reactions in hand, we aim to open the synthetic door to a handful of bioactive natural products.

7

Voßwinkel, Michael [Verfasser]. "Ring expansion and ring opening of heteroaromatic nitrenes / vorgelegt von Michael Voßwinkel." 2003. http://d-nb.info/968868576/34.

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8

楊保華. "Physical properties and photorearrangements of heteroaromatic ring-fused benzobarrelenes." Thesis, 1992. http://ndltd.ncl.edu.tw/handle/52744477482769872625.

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Book chapters on the topic "Heteroaromatic rings":

1

Yamamoto, Takakazu, Isao Yamaguchi, and Takuma Yasuda. "PAEs with Heteroaromatic Rings." In Poly(arylene etynylene)s, 181–208. Berlin, Heidelberg: Springer Berlin Heidelberg, 2005. http://dx.doi.org/10.1007/b101378.

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2

Buisson, J. P., J. Y. Mevellec, S. Zeraoui, and S. Lefrant. "Vibrational Properties of Conducting Polymers with Aromatic or Heteroaromatic Rings." In Lower-Dimensional Systems and Molecular Electronics, 375–80. Boston, MA: Springer US, 1990. http://dx.doi.org/10.1007/978-1-4899-2088-1_41.

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3

Dalvie, Deepak, Ping Kang, Cho-Ming Loi, Lance Goulet, and Sajiv Nair. "Chapter 7. Influence of Heteroaromatic Rings on ADME Properties of Drugs." In Drug Discovery, 328–69. Cambridge: Royal Society of Chemistry, 2010. http://dx.doi.org/10.1039/9781849731102-00328.

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4

Colthup, Norman B., Lawrence H. Daly, and Stephen E. Wiberley. "AROMATIC AND HETEROAROMATIC RINGS." In Introduction to Infrared and Raman Spectroscopy, 261–88. Elsevier, 1990. http://dx.doi.org/10.1016/b978-0-08-091740-5.50011-9.

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5

Ramsden, Christopher A. "Semi-Conjugated Heteroaromatic Rings." In Progress in Heterocyclic Chemistry, 1–25. Elsevier, 2016. http://dx.doi.org/10.1016/b978-0-08-100755-6.00001-6.

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6

Lin-Vien, Daimay, Norman B. Colthup, William G. Fateley, and Jeanette G. Grasselli. "Aromatic and Heteroaromatic Rings." In The Handbook of Infrared and Raman Characteristic Frequencies of Organic Molecules, 277–306. Elsevier, 1991. http://dx.doi.org/10.1016/b978-0-08-057116-4.50023-7.

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7

"Pd-Mediated Arylation of Aromatic and Heteroaromatic Rings." In Organic Synthesis: State of the 2005-2007, 25–26. Hoboken, NJ, USA: John Wiley & Sons, Inc., 2008. http://dx.doi.org/10.1002/9780470385975.ch13.

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8

"Best Synthetic Methods: Construction of Aromatic and Heteroaromatic Rings." In Organic Synthesis, 170–71. Hoboken, NJ, USA: John Wiley & Sons, Inc., 2006. http://dx.doi.org/10.1002/0470056312.ch86.

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9

"Best Synthetic Methods: Functionalization of Aromatic and Heteroaromatic Rings." In Organic Synthesis, 174–75. Hoboken, NJ, USA: John Wiley & Sons, Inc., 2006. http://dx.doi.org/10.1002/0470056312.ch88.

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10

Elnagdi, Mohamed Hilmy, Mohamed Rifaat, Hamza Elmoghayer, and Kamal Usef Sadek. "Chemistry of Pyrazoles Condensed to Heteroaromatic Five- and Six-Membered Rings." In Advances in Heterocyclic Chemistry Volume 48, 223–99. Elsevier, 1990. http://dx.doi.org/10.1016/s0065-2725(08)60340-2.

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Conference papers on the topic "Heteroaromatic rings":

1

Padmaperuma, Asanga B., and Aaron W. Harper. "Photophysics of novel conjugated polymers with alternating heteroaromatic rings: synthesis and applications." In Optical Science and Technology, SPIE's 48th Annual Meeting, edited by Zakya H. Kafafi and Paul A. Lane. SPIE, 2004. http://dx.doi.org/10.1117/12.505952.

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2

Júnior, Paulo Eliandro da Silva, A. Ganesan, James Dale, and Flavio Emery. "Synthesis and reactivity of pyrazolo-pyridone ring, an understudied heteroaromatic scaffold." In 15th Brazilian Meeting on Organic Synthesis. São Paulo: Editora Edgard Blücher, 2013. http://dx.doi.org/10.5151/chempro-15bmos-bmos2013_2013915143915.

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3

Dekamin, Mohammadghorban, and Zahra Alirezvani. "A convenient synthesis of bis(indolyl)methane derivatives using heteroaromatic isocyanurate ring functionalized MCM-41 as a new and highly efficient reusable catalyst." In The 21st International Electronic Conference on Synthetic Organic Chemistry. Basel, Switzerland: MDPI, 2017. http://dx.doi.org/10.3390/ecsoc-21-04739.

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