Issue 4, 2016

One-pot preparation of trifluoromethylated homoallylic N-acylhydrazines or α-methylene-γ-lactams from acylhydrazines, trifluoroacetaldehyde methyl hemiacetal, allyl bromide and tin

Abstract

An efficient and convenient one-pot method for the preparation of trifluoromethylated homoallylic N-acylhydrazines or α-methylene-γ-lactams has been described. In this process, allyl bromide and metal tin are used instead of toxic stannanes, and commercially available aqueous trifluoroacetaldehyde methyl hemiacetal was used as a trifluoromethyl source.

Graphical abstract: One-pot preparation of trifluoromethylated homoallylic N-acylhydrazines or α-methylene-γ-lactams from acylhydrazines, trifluoroacetaldehyde methyl hemiacetal, allyl bromide and tin

Supplementary files

Article information

Article type
Paper
Submitted
03 Nov 2015
Accepted
11 Dec 2015
First published
15 Dec 2015

Org. Biomol. Chem., 2016,14, 1492-1500

Author version available

One-pot preparation of trifluoromethylated homoallylic N-acylhydrazines or α-methylene-γ-lactams from acylhydrazines, trifluoroacetaldehyde methyl hemiacetal, allyl bromide and tin

G. Du, D. Huang, K. Wang, X. Chen, Y. Xu, J. Ma, Y. Su, Y. Fu and Y. Hu, Org. Biomol. Chem., 2016, 14, 1492 DOI: 10.1039/C5OB02260F

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