Iodine-Mediated Cascade Cyclization of Enediynes to Iodinated Benzo[a]carbazoles

被引：82

作者：

Chen, Chin-Chau ^{[1
]}

Yang, Shyh-Chyun ^{[2
]}

Wu, Ming-Jung ^{[1
]}

机构：

[1] Natl Sun Yat Sen Univ, Dept Chem, Kaohsiung 80424, Taiwan

[2] Kaohsiung Med Univ, Sch Pharm, Kaohsiung, Taiwan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 76卷 / 24期

关键词：

ACTIVE CARBAZOLE ALKALOIDS; TRANSITION-METAL-COMPLEXES; INTRAMOLECULAR CYCLIZATION; ELECTROPHILIC CYCLIZATION; ORGANIC-SYNTHESIS; 3-IODOINDOLES; MOLECULES; CHEMISTRY; ARYLATION; INDOLES;

D O I：

10.1021/jo201795t

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Treatment of N,N-dimethyl 2-[2-(2-ethynylphenyl)ethynyl]anilines (1) with 1.2 equiv of iodine in CH2Cl2 gave benzo[a]carbazoles (2) in good yields. Mechanistic studies showed this reaction must go through the haloindole (3) followed by iodonium ion catalyzed atom-transfer cyclization reaction to give the benzo[a]carbazoles.

引用

页码：10269 / 10274

页数：6