Molecular iodine mediated oxidative cross-coupling of sp3 C-H with sp2 C-H: direct synthesis of substituted indolo[2,3-b]carbazoles via formal [2+2+1+1] cyclization

被引：10
|
作者：
Xue, Wei-jian [1 ]
Gao, Qing-He [2 ]
Wu, An-xin [2 ]
机构：
[1] Qiqihar Univ, Qiqihar 161006, Peoples R China
[2] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Peoples R China
来源：
TETRAHEDRON LETTERS | 2015年 / 56卷 / 51期
基金：
中国国家自然科学基金;
关键词：
Molecular iodine; Oxidative cross-coupling; Indolo[2,3-b]carbazoles; Cyclization; FACILE SYNTHESIS; DERIVATIVES; FUNCTIONALIZATION; CONSTRUCTION;
D O I：
10.1016/j.tetlet.2015.11.026
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A molecular iodine mediated oxidative cross-coupling of beta-keto ester sp(3) C-H with 1H-indole sp(2) C-H was developed for the synthesis of indolo[2,3-b]carbazoles. A self-sequenced iodination/Kornblum oxidation/hydrolyzation/decarboxylative/deacylation/aromatization mechanism has been proposed as a possible reaction sequence to account for the results observed in this study. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码：7115 / 7119
页数：5
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