铁促进芳基丙烯酰胺的自由基氰甲基化/芳基化反应，通过断裂乙腈的sp(3) C-H键和苯基的sp(2) C-H键来合成氧化吲哚。

Fe-promoted radical cyanomethylation/arylation of arylacrylamides to access oxindoles via cleavage of the sp(3) C-H of acetonitrile and the sp(2) C-H of the phenyl group.

作者信息

Pan Changduo, Zhang Honglin, Zhu Chengjian

机构信息

State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, P. R. China.

出版信息

Org Biomol Chem. 2015 Jan 14;13(2):361-4. doi: 10.1039/c4ob02172j.

DOI:10.1039/c4ob02172j

PMID:25388144

Abstract

Radical cyanomethylation/arylation of arylacrylamides to access oxindoles with acetonitrile as the radical precursor is described. This reaction involves dual C-H bond functionalization, including the sp(3) C-H of acetonitrile and the sp(2) C-H of the phenyl group. A variety of functional groups, such as methoxy, ethyloxy carbonyl, chloro, bromo, iodo, nitro, trifluoromethoxy and trifluoromethyl groups, are well tolerated.

摘要

描述了以乙腈为自由基前体，通过芳基丙烯酰胺的自由基氰甲基化/芳基化反应来制备氧化吲哚。该反应涉及双C-H键官能化，包括乙腈的sp(3)C-H键和苯基的sp(2)C-H键。多种官能团，如甲氧基、乙氧基羰基、氯、溴、碘、硝基、三氟甲氧基和三氟甲基等，都具有良好的耐受性。