Premium
Preparation of Propargylic Sulfinates and their [2,3]‐Sigmatropic Rearrangement to Allenic Sulfones
Author(s) -
Tata Rama Rao,
Hampton Carissa S.,
Harmata Michael
Publication year - 2017
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201600986
Subject(s) - chemistry , sigmatropic reaction , sulfonyl , sulfone , organic chemistry , medicinal chemistry , alkyl
The scope of the [2,3]‐sigmatropic rearrangement of propargylic sulfinates to allenic sulfones by silver catalysis was expanded. A series of new propargylic sulfinate esters was generated from a variety of aromatic and heteroaromatic sulfonyl chlorides and their rearrangement to allenic sulfones is reported. In addition, the synthesis of propargylic sulfinate esters containing electron‐withdrawing benzenesulfonyl chlorides is reported.