Three component tandem reactions involving protected 2-amino indoles, disubstituted propargyl alcohols, and I2/ICl: iodo-reactant controlled synthesis of dihydro-α-carbolines and α-carbolines via iodo-cyclization/iodo-cycloelimination

被引：36

作者：

Sharma, Sudhir K. ^{[1
]}

Gupta, Sahaj ^{[1
]}

Saifuddin, Mohammad ^{[1
]}

Mandadapu, Anil K. ^{[1
]}

Agarwal, Piyush K. ^{[1
]}

Gauniyal, Harsh M. ^{[2
]}

Kundu, Bijoy ^{[1
]}

机构：

[1] CSIR, Cent Drug Res Inst, Med & Proc Chem Div, Lucknow 226001, Uttar Pradesh, India

[2] CSIR, Cent Drug Res Inst, Sophisticated Analyt Instrument Facil, Lucknow 226001, Uttar Pradesh, India

来源：

TETRAHEDRON LETTERS | 2011年 / 52卷 / 01期

关键词：

alpha-Carboline; Alkyne; Iodocycloelimination; Multicomponent reaction; Cyclization; MULTICOMPONENT REACTIONS; DNA;

D O I：

10.1016/j.tetlet.2010.10.147

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two simple, highly efficient three component tandem reactions for the synthesis of diversified N-a N-b dicarbamate-4,9-dihydro-3-iodo-alpha-carbolines and N-a-carbamate-3-iodo-alpha-carbolines have been described. The strategy involves one-pot condensation of bis-carbamate protected 2-amino indoles with disubstituted propargyl alcohols and I-2/ICl. The salient feature of the reaction involves iodocyclo-elimination of N-b-linked carbamate under mild condition in the final step. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：65 / 68

页数：4