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

摘要

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.