Observation of the first Heck-type cross-coupling reaction of allenes with aryl halides. Synthesis of polysubstituted 1,2-allenyl sulfones

Chunling Fu; Shengming Ma

doi:10.1021/ol050301j

Observation of the first Heck-type cross-coupling reaction of allenes with aryl halides. Synthesis of polysubstituted 1,2-allenyl sulfones

Org Lett. 2005 Apr 14;7(8):1605-7. doi: 10.1021/ol050301j.

Authors

Chunling Fu¹, Shengming Ma

Affiliation

¹ Laboratory of Molecular Recognition and Synthesis, Department of Chemistry, Zhejiang University, Hangzhou, 310027, Zhejiang, P. R. China.

PMID: 15816763
DOI: 10.1021/ol050301j

Abstract

[reaction: see text] The Heck-type allenylation of aryl halides with allenes has been observed for the first time: The regioselectivity of intermolecular carbopalladation of 1,2-allenyl sulfones affording vinylic Pd intermediates is completely opposite to what was reported in the literature.