Sequential Conia-ene-type cyclization and Negishi coupling by cooperative functions of B(C6F5)3, ZnI2, Pd(PPh3)4 and an amine

Autor: Min Cao, Jason Genova, Masayuki Wasa, Ahmet Yesilcimen, Soumil Prasad, Tanner Myers
Rok vydání: 2020
Předmět:
Zdroj: Organic & Biomolecular Chemistry. 18:7090-7093
ISSN: 1477-0539
1477-0520
DOI: 10.1039/d0ob01678k
Popis: We disclose a method for sequential Conia-ene-type cyclization/Negishi coupling for the union of alkynyl ketones and aryl iodides. This process is promoted through cooperative actions of Lewis acidic B(C6F5)3, ZnI2, Pd-based complex, and a Bronsted basic amine. The three Lewis acid catalysts with potential overlapping functions play their independent roles as activators of carbonyl group, alkyne moiety, and alkenyl zinc intermediate, respectively. A variety of 1,2,3-substituted cyclopentenes can be synthesized with high efficiency.
Databáze: OpenAIRE