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钯催化的 1,1,1-三氟-2-碘乙烷与末端炔烃的三氟乙基化反应。

Palladium-catalyzed trifluoroethylation of terminal alkynes with 1,1,1-trifluoro-2-iodoethane.

机构信息

School of Chemical Engineering, Hefei University of Technology, Anhui Province, Hefei 230009, PR China.

出版信息

Org Lett. 2013 Feb 15;15(4):936-9. doi: 10.1021/ol400099h. Epub 2013 Feb 1.

DOI:10.1021/ol400099h
PMID:23373673
Abstract

An efficient C(sp)-CH(2)CF(3) bond-forming reaction via Pd-catalyzed 2,2,2-trifluoroethylation of aryl and alkyl terminal alkynes has been developed. This protocol proceeds under mild conditions using the readily available and cheap reagent CF(3)CH(2)I as the source of the CH(2)CF(3) group. Various terminal aryl alkynes as well as alkylacetylenes can be transformed into the corresponding trifluoroethylated products in good-to-excellent yields. The method is tolerant of carbonyl, nitro, ester, cyano, and even formyl groups.

摘要

通过钯催化的芳基和烷基末端炔烃的 2,2,2-三氟乙氧基化反应,开发了一种高效的 C(sp)-CH(2)CF(3)键形成反应。该反应在温和的条件下进行,使用易得且廉价的试剂 CF(3)CH(2)I 作为 CH(2)CF(3)基团的来源。各种末端芳基炔烃以及烷基炔烃都可以以良好至优异的收率转化为相应的三氟乙基化产物。该方法对羰基、硝基、酯基、氰基,甚至甲酰基都具有耐受性。

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