Copper‐Catalyzed Heteroarylboration of 1,3‐Dienes with 3‐Bromopyridines: A cine Substitution

• Published in: Angewandte Chemie International Edition Vol. 57; no. 21; pp. 6146 - 6149
• Main Authors: Smith, Kevin B., Huang, Yuan, Brown, M. Kevin
• Format: Journal Article
• Language: English
• Published: WEINHEIM Wiley 22.05.2018; Wiley Subscription Services, Inc
• Edition: International ed. in English
• Subjects: Alkadienes - chemistry; boron; Boron Compounds - chemical synthesis; Boron Compounds - chemistry; Catalysis; Chemistry; Chemistry, Multidisciplinary; copper; Copper - chemistry; Dienes; heterocycles; Molecular Structure; Physical Sciences; Pyridines - chemistry; Science & Technology; Substitutes; synthetic methods; ISOPRENE; REGIOSELECTIVE ARYLBORATION; VINYLARENES; ALKYLATION; dienes; CONJUGATED DIENES; CARBOBORATION; ALKENES; heterocycles; SYNERGISTIC CATALYSIS; copper; ENANTIOSELECTIVE ARYLBORATION; boron; DERIVATIVES; synthetic methods
• ISSN: 1433-7851; 1521-3773
• DOI: 10.1002/anie.201801139

A method for the heteroarylboration of 1,3‐dienes is presented. The process involves an unusual cine substitution of 3‐bromopyridine derivatives to deliver highly functionalized heterocyclic products. Mechanistic studies are included that clarify the details of this unusual process. Now we've cine it all: A method for the heteroarylboration of 1,3‐dienes is presented. The process involves an unusual cine substitution of 3‐bromopyridine derivatives to deliver highly functionalized heterocyclic products. Mechanistic studies are included and clarify the details of this process. pin=pinacol.