Intermolecular coupling of alkenes to heterocycles via C-H bond activation

被引：80

作者：

Tan, KL

Park, S

Ellman, JA ^{[1
]}

Bergman, RG

机构：

[1] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA

[2] Lawrence Berkeley Natl Lab, Div Chem Sci, Berkeley, CA 94720 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 69卷 / 21期

关键词：

D O I：

10.1021/jo048666p

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The intermolecular coupling of unactivated alkenes to a range of heterocycles using a Rh(I) catalyst was investigated. A variety of functional groups were incorporated into the alkene, including esters, nitriles, acetals, and phthalimide. Furthermore, the heterocycle tolerated substitution with both electron-rich and electron-deficient groups. The intermolecular coupling became possible after it was discovered that weak acids dramatically increase the rate of both the inter- and intramolecular reactions. An extensive optimization of additives was performed, and HCI.PCY3 (Cy = cyclohexyl) and HCI-P-t-Bu2Et were in general found to be the best additives for the reaction.

引用

页码：7329 / 7335

页数：7

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