Palladium-Catalyzed Alkyne Insertion/Reduction Route to Trisubstituted Olefins

被引:41
作者
Fruchey, Erin R. [1 ]
Monks, Brendan M. [1 ]
Patterson, Andrea M. [1 ]
Cook, Silas P. [1 ]
机构
[1] Indiana Univ, Dept Chem, Bloomington, IN 47405 USA
基金
美国国家科学基金会;
关键词
CROSS-COUPLING REACTIONS; ALKENYL HALIDES; RADICALS; CYCLIZATION; IODIDES; COMPLEXES; LIGANDS; STEREOCHEMISTRY; MECHANISM; BONDS;
D O I
10.1021/ol4018694
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new route to trisubstituted olefins through a palladium-catalyzed alkyne insertion/reduction reaction with unactivated alkyl iodides is reported. The reaction proceeds under mild conditions and tolerates a range of functional groups and substitution patterns. Preliminary mechanistic inquiry suggests that the transformation may proceed through a hybrid radical/organometallic pathway.
引用
收藏
页码:4362 / 4365
页数:4
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