卤代烷与炔基亲核试剂的熊田-玉尾反应。

Kumada-Corriu reactions of alkyl halides with alkynyl nucleophiles.

作者信息

Yang Lian-Ming, Huang Li-Fu, Luh Tien-Yau

机构信息

Department of Chemistry and Institute of Polymer Science and Engineering, National Taiwan University, Taipei, Taiwan.

出版信息

Org Lett. 2004 Apr 29;6(9):1461-3. doi: 10.1021/ol049686g.

DOI:10.1021/ol049686g

Abstract

[reaction: see text] Pd(2)(dba)(3)-Ph(3)P-catalyzed Kumada-Corriu coupling reactions of unactivated alkyl bromides or iodides with an alkynyl nucleophile furnish C(sp)-C(sp)3 bond formation. Alkynyl nucleophiles can be alkynyllithiums or the corresponding Grignard reagents. The superior performance of Ph(3)P ligand over the trialkylphosphine ligands indicates that this cross-coupling reaction may be a reductive-elimination-controlled process.

摘要

[反应：见正文] Pd(2)(dba)(3)-三苯基膦催化未活化的溴代或碘代烷基与炔基亲核试剂的 Kumada-Corriu 偶联反应可形成 C(sp)-C(sp)3 键。炔基亲核试剂可以是炔基锂或相应的格氏试剂。三苯基膦配体相对于三烷基膦配体的优越性能表明，这种交叉偶联反应可能是一个由还原消除控制的过程。

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