Literature DB >> 23051946

Synthesis of functionalized 2-aryl-4-(indol-3-yl)-4H-chromenes via iodine-catalyzed domino Michael addition-intramolecular cyclization reaction.

Guodong Yin1, Ling Fan, Tianbing Ren, Chunyang Zheng, Qing Tao, Anxin Wu, Nengfang She.   

Abstract

An efficient synthesis of novel functionalized 2-aryl-4-(indol-3-yl)-4H-chromenes has been developed, in the presence of a catalytic amount of iodine, from easily available starting materials, 2-hydroxychalcone derivatives. Indole, substituted indoles and 7-azaindole are suitable for this transformation. The possible domino Michael addition-intramolecular cyclization reaction mechanism is proposed.

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Year:  2012        PMID: 23051946     DOI: 10.1039/c2ob26642c

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  4 in total

1.  Facile synthesis of 4H-chromene derivatives via base-mediated annulation of ortho-hydroxychalcones and 2-bromoallyl sulfones.

Authors:  Srinivas Thadkapally; Athira C Kunjachan; Rajeev S Menon
Journal:  Beilstein J Org Chem       Date:  2016-01-06       Impact factor: 2.883

2.  Synthesis of (Het)aryl 2-(2-hydroxyaryl)cyclopropyl Ketones.

Authors:  Alexander A Fadeev; Alexey O Chagarovskiy; Anton S Makarov; Irina I Levina; Olga A Ivanova; Maxim G Uchuskin; Igor V Trushkov
Journal:  Molecules       Date:  2020-12-05       Impact factor: 4.411

3.  Diastereoselective construction of 4-indole substituted chromans bearing a ketal motif through a three-component Friedel-Crafts alkylation/ketalization sequence.

Authors:  Jiao-Mei Guo; Wen-Bo Wang; Jia Guo; Yan-Shuo Zhu; Xu-Guan Bai; Shao-Jing Jin; Qi-Lin Wang; Zhan-Wei Bu
Journal:  RSC Adv       Date:  2018-04-25       Impact factor: 3.361

4.  A bio-inspired synthesis of hybrid flavonoids from 2-hydroxychalcone driven by visible light.

Authors:  Yu-Qi Gao; Yi Hou; Liming Zhu; Guzhou Chen; Dongyang Xu; Sheng-Yong Zhang; Yupeng He; Weiqing Xie
Journal:  RSC Adv       Date:  2019-09-16       Impact factor: 4.036

  4 in total

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