Journal of the American Chemical Society 2010-05-05

N-heterocyclic carbene-catalyzed cascade reaction involving the hydroacylation of unactivated alkynes.

Akkattu T Biju, Nathalie E Wurz, Frank Glorius

Index: J. Am. Chem. Soc. 132 , 5970-5971, (2010)

Full Text: HTML

Abstract

The N-heterocyclic carbene (NHC)-catalyzed hydroacylation of unactivated alkynes to provide alpha,beta-unsaturated ketones is reported. In addition, a rare case of an efficient and selective dually NHC-catalyzed cascade reaction involving the hydroacylation of alkynes and a subsequent intermolecular Stetter reaction allows the formation of chromanones containing a 1,4-diketone moiety.

Related Compounds

Structure Name/CAS No. Articles
3-(2,6-Diisopropylphenyl)-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-3-ium perchlorate Structure 3-(2,6-Diisopropylphenyl)-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-3-ium perchlorate
CAS:1062158-66-0
3-Mesityl-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-3-ium perchlorate Structure 3-Mesityl-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-3-ium perchlorate
CAS:1062158-63-7