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Synthesis of Substituted Isatins from the MBH Adduct of 1,5,6-Trisubstituted Isatins Using (2,4-Dinitrophenyl)hydrazine and K-10 Clay Explored as Protection-Deprotection Chemistry.

ABSTRACT: An interesting synthetic transformation of protection-deprotection chemistry in an isatin molecule is achieved. Morita-Baylis-Hillman (MBH) adduct formation used as protection of the C-3 position in the isatin molecule is reported. C-C bond cleavage in the MBH adduct of isatin with the help of phenylhydrazine and C=N bond cleavage in the phenylhydrazone derivative of isatin with the help of K10 clay are studied systematically and reported as deprotection.

SUBMITTER: Vadivel V

PROVIDER: S-EPMC6648401 | biostudies-literature | 2019 May

REPOSITORIES: biostudies-literature

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Synthesis of Substituted Isatins from the MBH Adduct of 1,5,6-Trisubstituted Isatins Using (2,4-Dinitrophenyl)hydrazine and K-10 Clay Explored as Protection-Deprotection Chemistry.

Vadivel Vaithiyanathan V Ganesan Ravichandran R Kannaiyan Vishnu V Vellikannu Ezhumalai E Vijayakumar Thirumailavan T

ACS omega 20190531 5

An interesting synthetic transformation of protection-deprotection chemistry in an isatin molecule is achieved. Morita-Baylis-Hillman (MBH) adduct formation used as protection of the C-3 position in the isatin molecule is reported. C-C bond cleavage in the MBH adduct of isatin with the help of phenylhydrazine and C=N bond cleavage in the phenylhydrazone derivative of isatin with the help of K10 clay are studied systematically and reported as deprotection. ...[more]

PMID: 31460047

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