Copper‐Catalyzed Borocarbonylative Coupling of Internal Alkynes with Unactivated Alkyl Halides: Modular Synthesis of Tetrasubstituted β‐Borylenones

• Published in: Angewandte Chemie International Edition Vol. 57; no. 32; pp. 10328 - 10332
• Main Authors: Cheng, Li‐Jie, Mankad, Neal P.
• Format: Journal Article
• Language: English
• Published: WEINHEIM Wiley 06.08.2018; Wiley Subscription Services, Inc
• Edition: International ed. in English
• Subjects: Alcohols; Alkynes; boron; Chemistry; Chemistry, Multidisciplinary; Copper; Coupling; Halides; Halogenation; multicomponent reactions; Organic chemistry; Organic compounds; Oxidation; Physical Sciences; Purification; Science & Technology; Synthesis; synthetic methods; multicomponent reactions; PAUSON-KHAND REACTION; ALKYNYLBORATION; alkynes; CARBOBORATION; ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS; IODIDES; BORATION; BIS(PINACOLATO)DIBORON; copper; RADICALS; STEREOSELECTIVE-SYNTHESIS; boron; synthetic methods; CYCLIZATION

Reported is a general procedure to synthesize tetrasubstituted enones, which are borylated in the β‐position, using a copper‐catalyzed four‐component coupling reaction of simple chemical feedstocks: internal alkynes, alkyl halides, bis(pinacolato)diboron (B2pin2), and CO. A broad scope of highly fun...