Direct Formation of Secondary and Tertiary Alkylzinc Bromides and Subsequent Cu(I)-Mediated Couplings

Reuben D. Rieke; Mark V. Hanson; Jeffrey D. Brown; Q. Jason Niu

doi:10.1021/jo952104b

Direct Formation of Secondary and Tertiary Alkylzinc Bromides and Subsequent Cu(I)-Mediated Couplings

J Org Chem. 1996 Apr 19;61(8):2726-2730. doi: 10.1021/jo952104b.

Authors

Reuben D. Rieke¹, Mark V. Hanson, Jeffrey D. Brown, Q. Jason Niu

Affiliation

¹ Rieke Metals, Inc., 6133 Heide Lane, Lincoln, Nebraska 68512.

PMID: 11667105
DOI: 10.1021/jo952104b

Abstract

Secondary and tertiary alkylzinc bromides can be generated from the direct oxidative addition of Rieke zinc to secondary and tertiary alkyl bromides in high yield. These organozinc reagents have been found to undergo copper-catalyzed conjugate addition, cross-coupling with acid chlorides, and carbocupration to activated alkynes.