TY - JOUR
T1 - Preparation of Alkyl Alkynyl Sulfones and Cyclic Vinyl Sulfones from Alkynyl(aryl)iodonium Salts
AU - Rodríguez, Arantxa
AU - Moran, Wesley J.
PY - 2016/2/29
Y1 - 2016/2/29
N2 - The reaction of alkyl sulfinates with alkynyl(aryl)iodonium salts provides a facile access into otherwise difficult to obtain alkyl alkynyl sulfones and cyclic vinyl sulfones via 1,2-rearrangement or 1,5-CH insertion, respectively. In benzyl sulfinates, 1,5-CH insertion is not possible, so addition to the aromatic ring occurs, followed by ring expansion to generate novel bicyclic sulfones.
AB - The reaction of alkyl sulfinates with alkynyl(aryl)iodonium salts provides a facile access into otherwise difficult to obtain alkyl alkynyl sulfones and cyclic vinyl sulfones via 1,2-rearrangement or 1,5-CH insertion, respectively. In benzyl sulfinates, 1,5-CH insertion is not possible, so addition to the aromatic ring occurs, followed by ring expansion to generate novel bicyclic sulfones.
UR - http://www.scopus.com/inward/record.url?scp=84961839311&partnerID=8YFLogxK
U2 - 10.1021/acs.joc.6b00124
DO - 10.1021/acs.joc.6b00124
M3 - Article
AN - SCOPUS:84961839311
VL - 81
SP - 2543
EP - 2548
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
SN - 0022-3263
IS - 6
ER -