Microwave-assisted three-component domino reaction: Synthesis of indolodiazepinotriazoles

被引：13
|
作者：
Arigela, Rajesh K. [1 ]
Sharma, Sudhir K. [1 ]
Kumar, Brijesh [2 ]
Kundu, Bijoy [1 ,2 ]
机构：
[1] Cent Drug Res Inst, CSIR, Med & Proc Chem Div, Lucknow 226001, Uttar Pradesh, India
[2] Cent Drug Res Inst, CSIR, Sophisticated Analyt & Instrumental Facil, Lucknow 226001, Uttar Pradesh, India
来源：
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 9卷
关键词：
2-alkynylindoles; azides; 1,3-dipolar cycloaddition; domino reaction; indolodiazepinotriazoles; CLICK-CHEMISTRY; ONE-POT; 1,3-DIPOLAR CYCLOADDITION; TERMINAL ALKYNES; ACID-CHLORIDES; AZIDE; 1,2,3-TRIAZOLES; DERIVATIVES; WATER;
D O I：
10.3762/bjoc.9.41
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A microwave-assisted three-component protocol involving N-1 alkylation of 2-alkynylindoles with epichlorohydrin, ring opening of the epoxide with sodium azide, and an intramolecular Huisgen azide-internal alkyne 1,3-dipolar cycloaddition domino sequence has been described. The efficacy of the methodology has been demonstrated by treating various 2-alkynylindoles (aromatic/aliphatic) with epichlorohydrin and sodium azide furnishing annulated tetracyclic indolodiazepinotriazoles in satisfactory yields.
引用
收藏
页码：401 / 405
页数：5
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