Synthesis of pyrrolidines via palladium(II)-catalyzed aerobic oxidative carboamination of butyl vinyl ether and styrenes with allyl tosylamides

Synthesis of pyrrolidines via palladium(II)-catalyzed aerobic oxidative carboamination of butyl vinyl ether and styrenes with allyl tosylamides
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DOI:
10.1021/ol061057e
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发表时间:
2006-07-20
期刊:
影响因子:
5.2
通讯作者:
Stahl, Shannon S.
Stahl, Shannon S.
中科院分区:
化学1区
文献类型:
--
作者:
Scarborough, Christopher C.;Stahl, Shannon S.

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Palladium(II) catalyzes the oxidative coupling of allyl tosylamides with butyl vinyl ether and various styrene derivatives to produce 2,4-substituted pyrrolidine products at room temperature. Molecular oxygen together with a copper(II) cocatalyst mediates reoxidation of the palladium catalyst. The reactions with styrene substrates can be performed in an open flask with ambient air as the source of O-2. Several nontraditional cocatalysts, including catechol, cyclooctadiene, and methyl acrylate, have a beneficial effect on the reactions.