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Reactions of α‐diazoketones with indolinone imines: Synthesis of new 1,3,3‐triaryl‐1′‐methylspiro[azetidine‐2,3′‐indoline]‐2′,4‐diones
Author(s) -
Singh Girija S.,
Mmolotsi Boycie J.
Publication year - 2006
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.5570430636
Subject(s) - chemistry , azetidine , indoline , diazo , thermal decomposition , decomposition , carbon 13 nmr , stereochemistry , organic chemistry , medicinal chemistry
The paper describes the synthesis of new 1,3,3‐triary‐1′‐methylspiro[azetidine‐2,3′‐indoline]‐2′,4‐diones from reaction of the 2‐diazo‐1,2‐diarylethanones with 3‐arylimino‐1‐methyl‐2‐indolinones. The compounds have been characterized by satisfactory analytical and spectral (IR, 1 H NMR and 13 C NMR) data. The diarylketenes, generated in situ from thermal decomposition of the 2‐diazo‐1,2‐diarylethanones, react with azomethine linkage in preference to carbonyl group leading to the formation of products.