Rhodium(III)‐ and Iridium(III)‐Catalyzed C7 Alkylation of Indolines with Diazo Compounds

Chemistry - A European Journal - Tập 20 Số 52 - Trang 17653-17657 - 2014
Wen Ai1,2, Xueyan Yang2, Yunxiang Wu1, Xuan Wang1, Yuanchao Li1, Yaxi Yang1, Bing Zhou1
1Department of Medicinal Chemistry, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Shanghai 201203 (P. R. China),
2Key Lab for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237 (P. R. China)

Tóm tắt

AbstractA RhIII‐catalyzed procedure for the C7‐selective CH alkylation of various indolines with α‐diazo compounds at room temperature is reported. The advantages of this process are: 1) simple, mild, and pH‐neutral reaction conditions, 2) broad substrate scope, 3) complete regioselectivity, 4) no need for an external oxidant, and 5) N2 as the sole byproduct. Furthermore, alkylation and bis‐alkylation of carbazoles at the C1 and C8 positions have also been developed. More significantly, for the first time, a successful IrIII‐catalyzed intermolecular insertion of arene CH bonds into α‐diazo compounds is reported.

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Chemistry - A European Journal

Tập 20 Số 52

17653-17657

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