A new entry in catalytic alkynylation of aldehydes and ketones: dual activation of soft nucleophiles and hard electrophiles by an indium(III) catalyst

Ryo Takita; Yuhei Fukuta; Riichiro Tsuji; Takashi Ohshima; Masakatsu Shibasaki

doi:10.1021/ol050069h

A new entry in catalytic alkynylation of aldehydes and ketones: dual activation of soft nucleophiles and hard electrophiles by an indium(III) catalyst

Org Lett. 2005 Mar 31;7(7):1363-6. doi: 10.1021/ol050069h.

Authors

Ryo Takita¹, Yuhei Fukuta, Riichiro Tsuji, Takashi Ohshima, Masakatsu Shibasaki

Affiliation

¹ Graduate School of Pharmaceutical Sciences, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.

PMID: 15787507
DOI: 10.1021/ol050069h

Abstract

[reaction: see text] A new entry in catalytic alkynylation of carbonyl compounds was developed in which dual activation of both soft nucleophiles (terminal alkynes) and hard electrophiles (aldehydes and ketones) is achieved using an indium(III) catalyst. Preliminary mechanistic studies using in situ IR and NMR spectroscopic analysis are also discussed.