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Ring chain transformation of γ‐keto‐δ‐crotonolactones: A convenient synthesis of 1,4‐piperazinones, 1,4‐thiazinones and 1,4‐diazepinones
Author(s) -
Apostolopoulos Costas D.,
Georgiadis Minas P.,
Couladouros Elias A.
Publication year - 1996
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.5570330330
Subject(s) - chemistry , transformation (genetics) , ring (chemistry) , chain (unit) , sequence (biology) , stereochemistry , combinatorial chemistry , organic chemistry , biochemistry , physics , astronomy , gene
Abstract A new procedure for the efficient synthesis of 1,4‐piperazinones, 1,4‐thiazinones and 1,4‐diazepinones is presented. The reaction is based on a ring chain transformation of γ‐keto‐δ‐crotonolactones induced by 1,2‐ or 1,3‐diamino‐ (or thiamino‐) binucleophiles. The reaction sequence of this transformation is also discussed.