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

被引:5
作者
Cao, Min [1 ]
Yesilcimen, Ahmet [1 ]
Prasad, Soumil [1 ]
Genova, Jason [1 ]
Myers, Tanner [1 ]
Wasa, Masayuki [1 ]
机构
[1] Boston Coll, Merkert Chem Ctr, Dept Chemistiy, Chestnut Hill, MA 02467 USA
关键词
HIGHLY SELECTIVE SYNTHESIS; CATALYZED ALPHA-ARYLATION; PALLADIUM ENOLATE; BOND ACTIVATION; DIRECT MANNICH; ARYL; COMPLEXES; CHLORIDES; REAGENTS; BROMIDES;
D O I
10.1039/d0ob01678k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:7090 / 7093
页数:4
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