Literature DB >> 25906247

Iodine-Mediated C-H Functionalization of sp, sp(2), and sp(3) Carbon: A Unified Multisubstrate Domino Approach for Isatin Synthesis.

Gandhesiri Satish1, Ashok Polu1, Thangeswaran Ramar1,2, Andivelu Ilangovan1.   

Abstract

Molecular iodine-promoted efficient construction of isatins from 2'-aminophenylacetylenes, 2'-aminostyrenes, and 2'-amino-β-ketoesters is developed via oxidative amidation of sp, sp(2), and sp(3) C-H bonds. The reaction involves consecutive iodination, Kornblum oxidation, and intramolecular amidation in a single reactor. The present method meets all of the atom and redox economy principles.

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Year:  2015        PMID: 25906247     DOI: 10.1021/acs.joc.5b00581

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  5 in total

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Review 2.  Isatin and its derivatives: a survey of recent syntheses, reactions, and applications.

Authors:  Rita Kakkar
Journal:  Medchemcomm       Date:  2019-01-15       Impact factor: 3.597

3.  I2-catalyzed intramolecular oxidative amination of C(sp3)-H bond: efficient access to 3-acylimidazo[1,2-a]pyridines under neat condition.

Authors:  Lilan Huang; Wenqing Yin; Jian Wang; Chunfang Gan; Yanmin Huang; Chusheng Huang; Yimiao He
Journal:  RSC Adv       Date:  2019-01-18       Impact factor: 4.036

4.  K2S2O8 mediated C-3 arylation of quinoxalin-2(1H)-ones under metal-, photocatalyst- and light-free conditions.

Authors:  Nibedita Baruah Dutta; Mayurakhi Bhuyan; Gakul Baishya
Journal:  RSC Adv       Date:  2020-01-22       Impact factor: 4.036

5.  Synthesis of N-substituted 3-(2-aryl-2-oxoethyl)-3-hydroxyindolin-2-ones and their conversion to N-substituted (E)-3-(2-aryl-2-oxoethylidene)indolin-2-ones: synthetic sequence, spectroscopic characterization and structures of four 3-hydroxy compounds and five oxoethylidene products.

Authors:  Diana Becerra; Juan Castillo; Braulio Insuasty; Justo Cobo; Christopher Glidewell
Journal:  Acta Crystallogr C Struct Chem       Date:  2020-04-20       Impact factor: 1.172

  5 in total

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