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Condensation products of 2‐bromo‐3‐substituted‐inden‐1‐ones with several primary amines
Author(s) -
Nan'ya Seiko,
Kitahara Takeo,
Fujii Kenichi,
Bajji Ashok C.,
Butsugan Yasuo
Publication year - 1992
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570290625
Subject(s) - chemistry , yield (engineering) , conformational isomerism , condensation , oxime , thiazine , column chromatography , primary (astronomy) , organic chemistry , medicinal chemistry , molecule , materials science , physics , astronomy , metallurgy , thermodynamics
2‐Bromo‐3‐substituted‐inden‐1‐ones 2 reacted with L‐cysteine or 2‐aminobenzenethiol to produce 2,3‐dihydro‐5‐phenylindeno[2,1‐ b ][1,4]thiazine in moderate yield or 6‐substituted‐indeno[2,1‐ b ][1,4]benzothiazines in good yield. The debrominated oxime and the phenylhydrazone of 2 were separated into their respective E ‐ and Z ‐conformers by column chromatography and their E ‐ and Z ‐configurations were obtained from the 1 H nmr spectra.