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1. Synthesis of Isoquinolinium-2-yl Amides via Silver(I)-Catalyzed Ring Closure of N'-(2-Alkynylbenzylidene)hydrazides.

Author

Preshkov, Vsevolod A., Pereshivko, Olga P., Van Hove, Sofie, Ermolat'ev, Denis S., and Van der Eycken, Erik V.

Subjects
AMIDES, ISOQUINOLINE, ORGANIC synthesis, RING formation (Chemistry), CHEMICAL reactions, PHYSICAL & theoretical chemistry
Abstract

An efficient one-pot protocol for the synthesis of isoquinolinium- 2-yl amides starting from readily available hydrazides and 2-alkynylbenzaldehydes is described. The key step of the protocol is a silver(I)-catalyzed ring-closure of N'-(2-alkynylbenzylidene) hydrazides that are generated in situ. Isoquinolinium-2-yl amides derived from tert-butoxycarbonyl hydrazide could be further deprotected, delivering 2-aminoisoquinolinium trifluoroacetates. [ABSTRACT FROM AUTHOR]

Published
2011
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