Regioselective C3Alkylation of Indoles for the Synthesis of Bis(indolyl)methanes and 3-Styryl Indoles

被引：27

作者：

Zhang, Ruiqin ^{[1
,2
,3
]}

Ma, Renchao ^{[1
,2
]}

Chen, Rener ^{[1
,2
]}

Wang, Lei ^{[1
,2
,4
]}

Ma, Yongmin ^{[1
,2
]}

机构：

[1] Taizhou Univ, Inst Adv Studies, Jiaojiang 318000, Peoples R China

[2] Taizhou Univ, Sch Pharmaceut Sci, Jiaojiang 318000, Peoples R China

[3] Zhejiang Chinese Med Univ, Sch Pharmaceut Sci, Hangzhou 310053, Peoples R China

[4] Hangzhou Normal Univ, Coll Mat Chem & Chem Engn, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou 311121, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 89卷 / 03期

关键词：

PALLADIUM-CATALYZED DIRECT; FRIEDEL-CRAFTS ALKYLATION; C-H FUNCTIONALIZATION; BOND ACTIVATION; TRANSITION; ARYLATION; ALKENYLATION; DERIVATIVES; CONSTRUCTION; EFFICIENT;

D O I：

10.1021/acs.joc.3c02551

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Herein, we describe an efficient transition-metal-free regioselective C(3)alkylation of indoles for the synthesis of bis-(indolyl)-methanes and 3-styryl indoles. Nitrobenzene is employed as the oxidant to oxidize the alcohols in the presence of a strong base and the reaction avoids the use of transition metals such as Ru and Mn. The protocol provides a favorable route to access biologically active compounds such as arundine, vibrindole A, and turbomycin B.

引用

页码：1846 / 1857

页数：12

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