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Journal articles on the topic 'Chemoselective Synthesis'

Author: Grafiati

Published: 4 June 2021

Last updated: 25 July 2025

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1

Verlee, Arno, Thomas Heugebaert, Tom van der Meer, Pavel I. Kerchev, Frank Van Breusegem, and Christian V. Stevens. "A chemoselective and continuous synthesis of m-sulfamoylbenzamide analogues." Beilstein Journal of Organic Chemistry 13 (February 16, 2017): 303–12. http://dx.doi.org/10.3762/bjoc.13.33.

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For the synthesis of m-sulfamoylbenzamide analogues, small molecules which are known for their bioactivity, a chemoselective procedure has been developed starting from m-(chlorosulfonyl)benzoyl chloride. Although a chemoselective process in batch was already reported, a continuous-flow process reveals an increased selectivity at higher temperatures and without catalysts. In total, 15 analogues were synthesized, using similar conditions, with yields ranging between 65 and 99%. This is the first automated and chemoselective synthesis of m-sulfamoylbenzamide analogues.

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2

Cheng, Shuihong, Paeton L. Wantuch, Megan E. Kizer, et al. "Glycoconjugate synthesis using chemoselective ligation." Organic & Biomolecular Chemistry 17, no. 10 (2019): 2646–50. http://dx.doi.org/10.1039/c9ob00270g.

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3

Wu, Xiao-Na, Zhi-Hao You, and Yan-Kai Liu. "Different hybridized oxygen atoms controlled chemoselective formation of oxocarbenium ions: synthesis of chiral heterocyclic compounds." Organic & Biomolecular Chemistry 16, no. 35 (2018): 6507–20. http://dx.doi.org/10.1039/c8ob01743c.

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4

Bressy, Cyril, Mokhtaria Belkheira, Douniazad El Abed, and Jean-Marc Pons. "Chemoselective Organoclick–Click Sequence." Synthesis 50, no. 21 (2018): 4254–62. http://dx.doi.org/10.1055/s-0037-1610192.

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A highly chemoselective bis-triazole synthesis based on a sequence organocatalyzed click reaction/copper-catalyzed click reaction is described in this paper. A range of bis-azides react with various ketones using proline catalysis through the aryl azide moiety while the alkyl azide one remains available for a metal-catalyzed triazole synthesis.

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5

He, Lisheng, Yuzhu Yang, Xiaolan Liu, et al. "Iodine-Mediated Oxidative Cyclization of 2-(Pyridin-2-yl)acetate Derivatives with Alkynes: Condition-Controlled Selective Synthesis of Multisubstituted Indolizines." Synthesis 52, no. 03 (2019): 459–70. http://dx.doi.org/10.1055/s-0039-1690229.

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An iodine-mediated oxidative cyclization reaction between 2-(pyridin-2-yl)acetate derivatives and different alkynes has been developed, which provides regioselective and chemoselective syntheses of multiply substituted indolizines under modified reaction conditions. Plausible mechanisms have been proposed to explain the selective syntheses of indolizines. This protocol can be also applied to the stepwise synthesis of 2,2′-biindolizines.

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6

Chande, Madhukar S., Kiran A. Puthamane, Pravin A. Barve, Rahul R. Khanwelkar, and Deepak S. Venkataraman. "Chemoselective synthesis of novel thiatriazolophanes." Journal of the Brazilian Chemical Society 19, no. 1 (2008): 42–52. http://dx.doi.org/10.1590/s0103-50532008000100008.

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7

Salama, P. "Chemoselective Synthesis of Functionalized Diselenides." Tetrahedron Letters 36, no. 32 (1995): 5711–14. http://dx.doi.org/10.1016/00404-0399(50)1112u-.

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8

Chinta, Bhavani Shankar, and Beeraiah Baire. "Formal total synthesis of selaginpulvilin D." Organic & Biomolecular Chemistry 15, no. 28 (2017): 5908–11. http://dx.doi.org/10.1039/c7ob00950j.

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9

Kaiser, Daniel, Adriano Bauer, Miran Lemmerer, and Nuno Maulide. "Amide activation: an emerging tool for chemoselective synthesis." Chemical Society Reviews 47, no. 21 (2018): 7899–925. http://dx.doi.org/10.1039/c8cs00335a.

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10

Bartoccini, F., S. Bartolucci, M. Mari, and G. Piersanti. "A simple, modular synthesis of C4-substituted tryptophan derivatives." Organic & Biomolecular Chemistry 14, no. 42 (2016): 10095–100. http://dx.doi.org/10.1039/c6ob01791f.

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11

Makino, Kosho, Yumi Hasegawa, Takahide Inoue, et al. "Chemoselective Demethylation of Methoxypyridine." Synlett 30, no. 08 (2019): 951–54. http://dx.doi.org/10.1055/s-0037-1612427.

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A chemoselective demethylation method for various methoxypyridine derivatives has been developed. Treatment of 4-methoxypyridine with L-selectride in THF for 2 h at reflux temperature afforded 4-hydroxypyridine in good yield; no reaction to anisole occurred. The utility of our method was demonstrated by the efficient synthesis of the metabolic substances of the antiulcer agent omeprazole. Chemoselective demethylation at the site of 3,5-dimethyl-4-methoxypyridine in the presence of 4-methoxybenzimidazole was achieved.

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12

Liu, Yihuan, Fan Yin, Xin Hu, Ning Zhu, and Kai Guo. "Protecting-group-free synthesis of thiol-functionalized degradable polyesters." Polymer Chemistry 12, no. 12 (2021): 1749–57. http://dx.doi.org/10.1039/d1py00014d.

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13

Lu, Jiaqing, Yuning Man, Yabin Zhang, Bo Lin, Qi Lin, and Zhiqiang Weng. "Copper-catalyzed chemoselective synthesis of 4-trifluoromethyl pyrazoles." RSC Advances 9, no. 53 (2019): 30952–56. http://dx.doi.org/10.1039/c9ra07694h.

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14

N., Narendra, Vishwanatha M. Thimmalapura, Basavaprabhu Hosamani, Girish Prabhu, L. Roopesh Kumar, and Vommina V. Sureshbabu. "Thioacids – synthons for amide bond formation and ligation reactions: assembly of peptides and peptidomimetics." Organic & Biomolecular Chemistry 16, no. 19 (2018): 3524–52. http://dx.doi.org/10.1039/c8ob00512e.

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The synthesis of α-amino thioacids and peptide thioacids and their applications in chemoselective amide bond formation, ligation of peptides/proteins/glycopeptides and synthesis of peptidomimetics are reviewed.

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15

Iadonisi, Alfonso, Serena Traboni, Domenica Capasso, et al. "Switchable synthesis of glycosyl selenides or diselenides with direct use of selenium as the selenating agent." Organic Chemistry Frontiers 8, no. 8 (2021): 1823–29. http://dx.doi.org/10.1039/d1qo00045d.

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16

Tak, Raj K., Fuyuki Amemiya, Hidetoshi Noda та Masakatsu Shibasaki. "Generation and application of Cu-bound alkyl nitrenes for the catalyst-controlled synthesis of cyclic β-amino acids". Chemical Science 12, № 22 (2021): 7809–17. http://dx.doi.org/10.1039/d1sc01419f.

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17

Li, Xinmin, Fangfang Feng, Changyue Ren, Yong Teng, Qinghong Hu, and Zeli Yuan. "Base-Controlled One-Pot Chemoselective Suzuki–Miyaura Reactions for the Synthesis of Unsymmetrical Terphenyls." Synlett 30, no. 19 (2019): 2131–35. http://dx.doi.org/10.1055/s-0039-1690227.

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We report a chemoselective Suzuki–Miyaura reaction protocol of using bromophenyl fluorosulfonate as building block for the preparation of unsymmetrical terphenyls. The chemoselective cross-coupling of bromophenyl fluorosulfonate and arylboronic acids can be achieved by controlling base species without using any ligands. Under this methodology, various of m- and p-unsymmetrical terphenyls were obtained in moderate to good yields.

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18

Homaee, Atefeh, Mohammad Bayat, and Hajar Hosseini. "Multicomponent synthesis of novel functionalized spiroindenopyridotriazine-4H-pyrans." RSC Advances 15, no. 9 (2025): 7103–10. https://doi.org/10.1039/d5ra01048a.

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19

Veisi, Hojat, Behrooz Maleki, Mona Hamelian, and Samaneh Sedigh Ashrafi. "Chemoselective hydration of nitriles to amides using hydrated ionic liquid (IL) tetrabutylammonium hydroxide (TBAH) as a green catalyst." RSC Advances 5, no. 9 (2015): 6365–71. http://dx.doi.org/10.1039/c4ra09864a.

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20

Kang, Jing-Wen, Xiang Li, Fei-Yu Chen, et al. "Protecting group-directed annulations of tetra-substituted oxindole olefins and sulfur ylides: regio- and chemoselective synthesis of cyclopropane- and dihydrofuran-fused spirooxindoles." RSC Advances 9, no. 22 (2019): 12255–64. http://dx.doi.org/10.1039/c9ra02192b.

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21

Wang, Darui, Bing Ma, Bo Wang, Chen Zhao, and Peng Wu. "One-pot synthesized hierarchical zeolite supported metal nanoparticles for highly efficient biomass conversion." Chemical Communications 51, no. 82 (2015): 15102–5. http://dx.doi.org/10.1039/c5cc06212h.

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22

Maleki, Behrooz, Saba Hemmati, Alireza Sedrpoushan, Samaneh Sedigh Ashrafi, and Hojat Veisi. "Selective synthesis of sulfoxides and sulfones from sulfides using silica bromide as the heterogeneous promoter and hydrogen peroxide as the terminal oxidant." RSC Adv. 4, no. 76 (2014): 40505–10. http://dx.doi.org/10.1039/c4ra06132b.

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23

Montoir, David, Mehdi Amoura, Zine El Abidine Ababsa, et al. "Synthesis of aryl-thioglycopeptides through chemoselective Pd-mediated conjugation." Chemical Science 9, no. 46 (2018): 8753–59. http://dx.doi.org/10.1039/c8sc02370k.

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24

Nascimento, Thiana Santiago, Esther Faria Braga, Giselle Cristina Casaes Gomes, et al. "Synthesis of natural 1-O-alkylglycerols: a study on the chemoselective opening of the epoxide ring by onium quaternary salts (N and P) and ionic liquids." RSC Advances 10, no. 2 (2020): 1050–54. http://dx.doi.org/10.1039/c9ra09217j.

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25

Sarkar, Satavisha, Deb K. Das, and Abu T. Khan. "Synthesis of fully-substituted pyridines and dihydropyridines in a highly chemoselective manner utilizing a multicomponent reaction (MCR) strategy." RSC Adv. 4, no. 96 (2014): 53752–60. http://dx.doi.org/10.1039/c4ra08237k.

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26

Li, Bing-Yu, Lauren Voets, Ruben Van Lommel, et al. "Correction: SuFEx-enabled, chemoselective synthesis of triflates, triflamides and triflimidates." Chemical Science 13, no. 14 (2022): 4180. http://dx.doi.org/10.1039/d2sc90060b.

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27

Mal, Dipakranjan, and Joyeeta Roy. "A regioselective facile synthesis of furo[3,4-b]carbazolones: application to the total synthesis of mafaicheenamine E and claulansine D." Organic & Biomolecular Chemistry 13, no. 22 (2015): 6344–52. http://dx.doi.org/10.1039/c5ob00575b.

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28

Nicolas, Lionel, Alexey N. Butkevich, Amandine Guérinot, Andrei Corbu, Sébastien Reymond, and Janine Cossy. "Synthesis of complex oxygenated heterocycles." Pure and Applied Chemistry 85, no. 6 (2013): 1203–13. http://dx.doi.org/10.1351/pac-con-12-09-15.

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Versatile and chemoselective preparation of substituted oxygenated heterocycles is described. Highly diastereoselective metal-catalyzed syntheses of trans-2,6- and cis-2,6-disubstituted tetrahydropyrans (THPs) are presented, along with an easy one-pot access to various ring size benzoannulated spiroketals.

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29

Wang, Hong-Shuang, Xiang Nan, Hui-Jing Li, Zhong-Yan Cao, and Yan-Chao Wu. "A modular strategy for the synthesis of marine originated meroterpenoid-type natural products." Organic & Biomolecular Chemistry 19, no. 43 (2021): 9439–47. http://dx.doi.org/10.1039/d1ob01598b.

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Chemoselective formal synthesis of (−)-pelorol and 9-epi-pelorol was achieved by controlling the reaction sequence of hydrogenation and cyclization. Synthesis of (+)-yahazunone and (+)-yahazunol was also accomplished using palladium-catalyzed tandem carbene migratory insertion.

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30

Ma, Yu-Chuan, Jin-Yun Luo, Shi-Chu Zhang, Shu-Hui Lu, Guang-Fen Du, and Lin He. "An N-heterocyclic carbene-catalyzed switchable reaction of 9-(trimethylsilyl)fluorene and aldehydes: chemoselective synthesis of dibenzofulvenes and fluorenyl alcohols." Organic & Biomolecular Chemistry 19, no. 16 (2021): 3717–21. http://dx.doi.org/10.1039/d1ob00065a.

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31

Aziz, Jessy, Jean-Daniel Brion, Mouad Alami, and Abdallah Hamze. "Synthesis of benzofulvenes through chemoselective Sonogashira and Barluenga couplings of ortho ethynyl-N-tosylhydrazones and cycloisomerization." RSC Advances 5, no. 91 (2015): 74391–98. http://dx.doi.org/10.1039/c5ra14459k.

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32

Lin, Shengjia, Lucia Wang, Negin Aminoleslami, Yanting Lao, Chelsea Yagel, and Abhishek Sharma. "A modular and concise approach to MIDA acylboronates via chemoselective oxidation of unsymmetrical geminal diborylalkanes: unlocking access to a novel class of acylborons." Chemical Science 10, no. 17 (2019): 4684–91. http://dx.doi.org/10.1039/c9sc00378a.

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33

Chu, Xue-Qiang, Danhua Ge, Teck-Peng Loh, and Zhi-Liang Shen. "Oxidant-directed chemoselective sulfonylation and sulfonyloximation of alkenes via cleaving the C–S bond in TosMIC." Organic Chemistry Frontiers 6, no. 6 (2019): 835–40. http://dx.doi.org/10.1039/c8qo01346b.

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34

Yang, Qing, Yilin Zhang, Wei Zeng, Zheng-Chao Duan, Xinxin Sang, and Dawei Wang. "Merrifield resin-supported quinone as an efficient biomimetic catalyst for metal-free, base-free, chemoselective synthesis of 2,4,6-trisubstituted pyridines." Green Chemistry 21, no. 20 (2019): 5683–90. http://dx.doi.org/10.1039/c9gc02409c.

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35

Lopes, Rosangela, Cláudio Lopes, Marcelo Nery, Mariangela Azevedo, Jari Cardoso, and Glaucia Slana. "A New Chemoselective Synthesis of Brombuterol." Synthesis 2007, no. 10 (2007): 1471–74. http://dx.doi.org/10.1055/s-2007-966044.

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36

Takasu, A., Y. Shibata, Y. Narukawa, and T. Hirabayashi. "Polyester Synthesis via Chemoselective Dehydration Polycondensations." Synfacts 2007, no. 4 (2007): 0378. http://dx.doi.org/10.1055/s-2007-968308.

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37

Lopes, Rosangela, Cláudio Lopes, Marcelo Nery, Mariangela Azevedo, Jari Cardoso, and Glaucia Slana. "A New Chemoselective Synthesis of Brombuterol." Synthesis 48, no. 03 (2016): 462. http://dx.doi.org/10.1055/s-0035-1560401.

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38

Furuyama, Taniyuki, Kazuya Maeda, Hajime Maeda, and Masahito Segi. "Chemoselective Synthesis of Aryloxy-Substituted Phthalocyanines." Journal of Organic Chemistry 84, no. 21 (2019): 14306–12. http://dx.doi.org/10.1021/acs.joc.9b02126.

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39

Ferrié,, Laurent, Sébastien Reymond, Patrice Capdevielle, and Janine Cossy. "Formal Chemoselective Synthesis of Leucascandrolide A." Organic Letters 9, no. 13 (2007): 2461–64. http://dx.doi.org/10.1021/ol070670a.

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40

Ballini, Roberto, Roberto Castagnani, and Marino Petrini. "Chemoselective synthesis of functionalized conjugated nitroalkenes." Journal of Organic Chemistry 57, no. 7 (1992): 2160–62. http://dx.doi.org/10.1021/jo00033a045.

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41

Paulsen, Marianne Hagensen, Magnus Engqvist, Dominik Ausbacher, Morten Bøhmer Strøm та Annette Bayer. "Efficient and scalable synthesis of α,α-disubstituted β-amino amides". Organic & Biomolecular Chemistry 14, № 31 (2016): 7570–78. http://dx.doi.org/10.1039/c6ob01219a.

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42

Gholap, Shivajirao L., Sayani Das, Anju Bala, and Kapil Sharma. "First Total Syntheses of (±)-Callyspongidic Acids and 2-epi-(±)-Callyspongidic Acids." Synthesis 54, no. 09 (2022): 2225–32. http://dx.doi.org/10.1055/s-0041-1737805.

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AbstractThe first total syntheses of (±)-callyspongidic acids and 2-epi-(±)-callyspongidic acids were achieved in high overall yield from epoxy ester derived from commercially available l-(+)-tartaric acid. The key features of these syntheses are the stereoselective opening of epoxide with organocuprates and the chemoselective addition of Grignard reagent to ketone in the presence of ester. The synthetic route reported here is operationally simple, very short and amenable for the synthesis of several analogues of this class.

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43

Vicinanza, Sara, Francesca Annunziata, Desirèe Pecora, Andrea Pinto, and Lucia Tamborini. "Lipase-mediated flow synthesis of nature-inspired phenolic carbonates." RSC Advances 13, no. 33 (2023): 22901–4. http://dx.doi.org/10.1039/d3ra04735k.

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A facile and convenient lipase-catalyzed flow approach for the chemoselective synthesis of tyrosol and hydroxytyrosol methyl carbonates has been developed. Then, value-added symmetrical tyrosol and hydroxytyrosol carbonates were prepared.

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44

Liang, Xuefeng, Weijian Ye, Waygen Thor, et al. "Construction of cyclopenta[b]pyran-2-ones via chemoselective (3 + 2) cycloaddition between 2-pyrones and vinyl cyclopropanes." Organic Chemistry Frontiers 7, no. 6 (2020): 840–45. http://dx.doi.org/10.1039/d0qo00049c.

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45

Ma, Zhongxiao, Xiao Hu, Yanni Li, et al. "Electrochemical oxidative synthesis of 1,3,4-thiadiazoles from isothiocyanates and hydrazones." Organic Chemistry Frontiers 8, no. 10 (2021): 2208–14. http://dx.doi.org/10.1039/d1qo00168j.

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46

Panwar, Rahul, Shally Shally, Ranjay Shaw, Amr Elagamy, and Ramendra Pratap. "Chemoselective synthesis of m-teraryls through ring transformation of 2H-pyran-2-ones by 2-(1-arylethylidene)-malononitriles." Organic & Biomolecular Chemistry 16, no. 46 (2018): 8994–9002. http://dx.doi.org/10.1039/c8ob02370k.

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47

Lin, Wenwei, Praneeth Karanam, and Ganapuram Reddy. "Strategic Exploitation of the Wittig Reaction: Facile Synthesis of Heteroaromatics and Multifunctional Olefins." Synlett 29, no. 20 (2018): 2608–22. http://dx.doi.org/10.1055/s-0037-1610486.

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In this account, our group’s efforts towards exploring new substrates as precursors for the Wittig reaction have been discussed. Several new strategies developed by our group for the generation of requisite ylides for the Wittig reaction are highlighted. The idea behind the development of some chemoselective and diversity-oriented strategies are discussed in detail in a progressive manner. These strategies encompass a wide range of substrates that are employed for the synthesis of an array of heterocycles and multifunctional olefins and present a huge scope for their application on an industri

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48

Abe, Hideki, Satoko Itaya, Kei Sasaki, Toyoharu Kobayashi, and Hisanaka Ito. "Total synthesis of the proposed structure of a polyketide from Phialomyces macrosporus." Chemical Communications 51, no. 17 (2015): 3586–89. http://dx.doi.org/10.1039/c5cc00129c.

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Total synthesis of the proposed structure of a polyketide isolated from Phialomyces macrosporus was accomplished. This synthesis features chemoselective epoxidation, regioselective epoxide ring opening, chemo- and diastereoselective dihydroxylation, and vinylation of lactone accompanied by the formation of a furan ring.

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49

Stevanović, Dragana, Jovana Bugarinović, Marko Pešić, Anka Todosijević, Goran A. Bogdanović, and Ivan Damljanović. "Chemoselective synthesis of multifunctional ferrocene-containing derivatives by the cross Rauhut–Currier reaction." RSC Advances 11, no. 57 (2021): 36208–14. http://dx.doi.org/10.1039/d1ra07619a.

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50

Li, Siqi, Zhipeng Huang, Huifang Liu, Meijiang Liu, Chaofeng Zhang, and Feng Wang. "Polar hydrogen species mediated nitroarenes selective reduction to anilines over an [FeMo]S_x catalyst." Dalton Transactions 51, no. 4 (2022): 1553–60. http://dx.doi.org/10.1039/d1dt03107d.

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