Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2014, Issue 16, Pages 3379-3386Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201402098
Keywords
Multicomponent reactions; Cyclization; Nitrogen heterocycles; Alkynes; Silver
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Funding
- National Natural Science Foundation of China (NSFC) [21006097, 21176222]
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A facile and efficient one-pot, two-step synthesis of 1,2-disubstituted 3-(1H-tetrazol-5-yl)-2H-isoindoles through Ugi four-component reaction/AgNO3-catalyzed reaction of 2-alkynylbenzaldehydes, amines, isonitriles, and Me3SiN3 is described. This transformation proceeds through 5-exo-dig cyclization, [1,3]-H shift, and [1,5]-H shift to generate the products in moderate to excellent yields.
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