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Cu catalyzed cross-dehydrogenative coupling reaction for the synthesis of 3-hydroxy-2-pyrrolidinones

Author:
Sarkar, Rajib, Mukhopadhyay, Chhanda
Source:
Tetrahedron letters 2018
ISSN:
0040-4039
Subject:
chemical structure, copper, dehydrogenation, oxidants, primary amines, regioselectivity
Abstract:
A new convenient strategy for the synthesis of 3-hydroxy-2-pyrrolidinone derivatives featuring regioselective CC coupling has been developed. This is a Cu (II) catalyzed cross dehydrogenative coupling (CDC) involving enamino-ketones of benzyl amines and di-alkyl acetylenedicarboxylate, followed by cyclization by primary amines. TBHP (tert-butyl hydroperoxide) has been used as the oxidant to promote the coupling protocol. This synthetic route principally demonstrates the scope of CDC reaction and also applicable to gram-scale synthesis.
Agid:
6097664