A Novel Stereoselective Synthesis of (1Z,3E)-2-Phenyl(or p-Tolyl)sulfonyl-substituted 1,3-Dienes via Palladium Catalyzed Cross-coupling Reactions of (E)-α-lodovinyl Sulfones  

A Novel Stereoselective Synthesis of (1Z,3E)-2-Phenyl(or p-Tolyl)sulfonyl-substituted 1,3-Dienes via Palladium Catalyzed Cross-coupling Reactions of (E)-α-lodovinyl Sulfones

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作  者:胡荣华 陈桂琴 蔡明中 

机构地区:[1]Department of Chemistry, Jiangxi Normal University, Nanchang, Jiangxi 33002 7, China [2]Department of Chemistry, Jinggangshan University, Ji'an, Jiangxi 343009, China

出  处:《Chinese Journal of Chemistry》2007年第12期1927-1931,共5页中国化学(英文版)

基  金:Project supported by the National Natural Science Foundation of China (No. 20462002) and the Natural Science Foundation of Jiangxi Province in China (No. 0420015).

摘  要:(E)-α-Stannylvinyl phenyl(or p-tolyl)sulfones underwent an iododestannylation reaction to afford (E)-α-iodovinyl phenyl(or p-tolyl)sulfones 1, which reacted with (E)-alkenylzirconium(IV) complexes 2 produced in situ by hydrozirconation of terminal alkynes in the presence of a Pd(PPh3)4 catalyst to afford stereoselectively (1Z,3E)-2- phenyl(or p-tolyl)sulfonyl-substituted 1,3-dienes 3 in good yields.(E)-α-Stannylvinyl phenyl(or p-tolyl)sulfones underwent an iododestannylation reaction to afford (E)-α-iodovinyl phenyl(or p-tolyl)sulfones 1, which reacted with (E)-alkenylzirconium(IV) complexes 2 produced in situ by hydrozirconation of terminal alkynes in the presence of a Pd(PPh3)4 catalyst to afford stereoselectively (1Z,3E)-2- phenyl(or p-tolyl)sulfonyl-substituted 1,3-dienes 3 in good yields.

关 键 词:(E)-α-iodovinyl sulfone HYDROZIRCONATION 1 3-dien-2-yl sulfone palladium CROSS-COUPLING 

分 类 号:O6[理学—化学]

 

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