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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
Author(s) -
Vadivel Vaithiyanathan,
Ravichandran Ganesan,
Vishnu Kannaiyan,
Ezhumalai Vellikannu,
Vijayakumar Thirumailavan
Publication year - 2019
Publication title -
acs omega
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.779
H-Index - 40
ISSN - 2470-1343
DOI - 10.1021/acsomega.9b01002
Subject(s) - isatin , adduct , chemistry , phenylhydrazine , hydrazine (antidepressant) , cleavage (geology) , molecule , bond cleavage , organic chemistry , medicinal chemistry , stereochemistry , combinatorial chemistry , catalysis , chromatography , geotechnical engineering , fracture (geology) , engineering
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.

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