Synfacts 2010(5): 0516-0516  
DOI: 10.1055/s-0029-1219720
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart ˙ New York

Silver-Catalyzed Heteroannulation Route to Indoles

Contributor(s): Victor Snieckus, Wei Gan
C. H. Oh*, S. Karmakar, H. Park, Y. Ahn, J. W. Kim
Hanyang University, Seoul, South Korea
Further Information

Publication History

Publication Date:
22 April 2010 (online)

Significance

Reported is the synthesis of 2,3-substituted indoles by silver-catalyzed intramolecular cyclization of N-arylformimidates to ortho-acetylenic moieties. Interestingly, the expected 1,2-substituted indole A is not produced in this ­reaction and the formation of the product is rationalized by a 1,3-alkenyl shift process for which ­direct evidence was not provided.