Novel synthesis of fused indoles and 2-substituted indoles by the palladium-catalyzed cyclization of N-cycloalkenyl- o-haloanilines

Jun Maruyama,Hiromichi Yamashita,Takeshi Watanabe,Shigeru Arai,Atsushi Nishida

doi:10.1016/j.tet.2008.12.028

Novel synthesis of fused indoles and 2-substituted indoles by the palladium-catalyzed cyclization of N-cycloalkenyl- o-haloanilines

Jun Maruyama, Hiromichi Yamashita + Show 3 more

https://doi.org/10.1016/j.tet.2008.12.028

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Journal: Tetrahedron	Publication Date: Dec 16, 2008
Citations: 24

Affiliation: Chiba University

#Trig Cyclization #2-substituted Indoles + Show 4 more

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Abstract

A new palladium-catalyzed cyclization of N-alkenyl- o-haloanilines with selective isomerization of a double bond followed by formal 5- endo- trig cyclization was developed. A variety of fused and 2-substituted indoles were synthesized from enaminoesters prepared by condensation of β-ketoesters and o-iodoaniline.

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