A Robust and Broadly Applicable Cobalt‐Catalyzed Cross‐Coupling of Functionalized Bench‐Stable Organozinc Pivalates with Unsaturated Halides. Issue 4 (16th December 2016)

• Record Type: Journal Article
• Authors: Hammann, Jeffrey M.; Lutter, Ferdinand H.; Haas, Diana; Knochel, Paul
• Is Part Of: Angewandte Chemie international edition. Volume 56:Issue 4(2017)
• Page Start: 1082
• Page End: 1086
• Publication Date: 2016-12-16
• Subjects: cobalt -- cross-coupling -- N-heterocycles -- zinc -- zinc pivalate; Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201610324
• Languages: English
• ISSNs: 1433-7851

Abstract

Abstract: We report a robust and broadly applicable CoCl2 ‐catalyzed cross‐coupling between functionalized aryl and heteroaryl zinc pivalates and various electron‐poor aryl and heteroaryl halides (X=Cl, Br, I). Couplings with (E)‐ or (Z)‐bromo‐ or iodo‐alkenes proceed with retention of configuration. Also, alkynyl bromides react with arylzinc pivalates providing arylated alkynes. Abstract : One pivalate to couple them all : A simple, robust, and broadly applicable cobalt salt catalyzed procedure allows cross‐coupling reactions of functionalized aryl‐ and heteroarylzinc pivalates with various electron‐poor aryl and heteroaryl halides (X=Cl, Br, I). Cross‐couplings of arylzinc pivalates with bromoalkynes or alkenyl bromides and iodes also proceed readily.