Cycloaromatization of α-oxoketene dithioacetals with lithioacetonitrile: a facile route for 4-substituted and 4,5-annelated pyridines

Gupta, Arun K. ; Ila, Hiriyakkanavar ; Junjappa, Hiriyakkanavar (1988) Cycloaromatization of α-oxoketene dithioacetals with lithioacetonitrile: a facile route for 4-substituted and 4,5-annelated pyridines Tetrahedron Letters, 29 (50). pp. 6633-6636. ISSN 0040-4039

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Official URL: http://dx.doi.org//10.1016/S0040-4039(00)82416-8

Related URL: http://dx.doi.org/10.1016/S0040-4039(00)82416-8

Abstract

A new general method for the synthesis of 4-substituted and 4,5-annelated pyridines has been developed by 1,2-addition of lithioacetonitrile to α-oxoketene dithioacetals followed by cycloaromatization of resulting carbinolacetals in the presence of phosphoric acid with concomitant 1,3-methylthio shift.

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