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

ABSTRACT: 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.

SUBMITTER: Arigela RK 

PROVIDER: S-EPMC3596043 | biostudies-other | 2013

REPOSITORIES: biostudies-other

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

Arigela Rajesh K RK   Sharma Sudhir K SK   Kumar Brijesh B   Kundu Bijoy B  

Beilstein journal of organic chemistry 20130219

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 yi  ...[more]

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