S. G. Kachalkina, G. S. Borodkin, A. F. Pozharskii, A. S. Antonov, I. G. Borodkina, Yu. F. Maltsev, E. A. Filatova, A. Filarowski, V. A. Ozeryanskii, “Base-promoted transformation of 2-C(O)R-1,8-bis(dimethylamino)naphthalenes into benzo[<i>g</i>]indole derivatives”, Mendeleev Commun., 2015, Volume 25, Issue 3,Pages <nobr>182

This article is cited in 7 papers

Communications

Base-promoted transformation of 2-C(O)R-1,8-bis(dimethylamino)naphthalenes into benzo[g]indole derivatives

S. G. Kachalkina^a, G. S. Borodkin^b, A. F. Pozharskii^a, A. S. Antonov^a, I. G. Borodkina^b, Yu. F. Maltsev^b, E. A. Filatova^a, A. Filarowski^c, V. A. Ozeryanskii^a

^a Department of Chemistry, Southern Federal University, Rostov-on-Don, Russian Federation
^b Institute of Physical and Organic Chemistry, Southern Federal University, Rostov-on-Don, Russian Federation
^c Department of Chemistry, University of Wroclaw, Wroclaw, Poland

Abstract: 1,8-Bis(dimethylamino)naphthalenes bearing 2-positioned trifluoroacetyl or ethoxycarbonyl group on treatment with 2-lithio-1,8-bis-dimethylamino)naphthalene undergo base-promoted transformation into benzo[g]indole derivatives in small to moderate yield, representing previously unknown mode of the pyrrole ring closure which proceeds via deprotonation of the NMe group.

Language: English

DOI: 10.1016/j.mencom.2015.05.007

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