Synthesis 2003(9): 1335-1338
DOI: 10.1055/s-2003-40202
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

The Preparation of Vinylhydrazinedicarboxylates from Ketones via Mitsunobu­ Reaction

Yu-xiu Liu, Cheng-fu Xu, Lun-zu Liu*
State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, People’­s Republic of China
e-Mail: liu_yuxiu@eyou.com;
Further Information

Publication History

Received 24 February 2003
Publication Date:
24 June 2003 (online)

Abstract

A general method for converting aryl or alkyl methyl ketones to vinylhydrazinedicarboxylates via the Mitsunobu reaction is reported. Unsymmetrical alkyl ketones show high regioselectivity.

2

When mixing acetone and dimethyl azodicarboxylate with CaO or Al2O3 at r.t. or under reflux condition, no reaction occurred.

14

Crystallographic data have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication (CCDC 200312).