An Aluminum Triflate-Catalyzed Intramolecular Reaction Sequence Toward Concise Construction of the Tetrahydropyrido[1,2-a]indol-6-one Skeleton

被引：9

作者：

Wang, Jun-Jiao ^{[1
]}

Zhou, An-Xi ^{[1
]}

Wang, Gang-Wei ^{[1
]}

Yang, Shang-Dong ^{[1
,2
]}

机构：

[1] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China

[2] Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2014年 / 356卷 / 16期

关键词：

N-acyliminium ions; aluminum triflate; dearomatization; Mannich-like cyclization; DIELS-ALDER REACTIONS; INDOLE ALKALOIDS; FORMAL SYNTHESIS; PYRROLOINDOLINES; DERIVATIVES; CYCLIZATION; ALLYLATION; ANNULATION; LEAVES;

D O I：

10.1002/adsc.201400391

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

An aluminum triflate-catalyzed intramolecular reaction sequence involving protonation and Mannich-like nucleophilic addition of indoles toward the concise construction of the tetrahydropyrido[1,2-a]indol-6-one skeleton is reported. This new reaction pattern employs a carbon atom as nucleophile to form a C-C bond which bears one or even two quaternary carbons and leads to the dearomatization of indoles with high atom economy.

引用

页码：3356 / 3362

页数：7

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