Journal
TETRAHEDRON
Volume 68, Issue 26, Pages 5234-5240Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2012.03.032
Keywords
[2,3]-Sigmatropic rearrangement; Sulfur ylides; N-Tosylhydrazone; Allylic phenyl sulfides; Propargyl phenyl sulfides
Categories
Funding
- NSFC [2009CB825300]
- SRF
- MOE
Ask authors/readers for more resources
In this paper, Rh-2(OAc)(4)-catalyzed [2,3]-sigmatropic rearrangement of sulfur ylides derived from N-tosylhydrazones and sulfides is reported. A series of tosylhydrazones derived from aldehydes were successfully used for [2,3]-sigmatropic rearrangement by reaction with either allylic phenyl sulfides or propargyl phenyl sulfides. The reaction conditions were optimized and afforded the products in moderate to good yields. In addition, a novel and convenient approach for the synthesis of cyclobutenones and cyclopropanes has been developed through direct oxidation of the rearrangement products. (C) 2012 Elsevier Ltd. All rights reserved.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available