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Facile Preparation of Benzo[4,5]thieno[2,3-b]pyridines and Naphtho[b-4,5]thieno[2,3-b]pyridines via the Reaction of Barton Esters and Benzynes
journal contribution
posted on 2002-04-17, 00:00 authored by U. Narasimha Rao, Ed BiehlTitled compounds were prepared in a one-pot synthesis by generating symmetrically substituted
benzyne intermediates by the diazotization of anthranilic acids in the presence of Barton esters.
Unsymmetrically substituted aryne either gave mixtures of regioisomers or failed. However, nitro
and methyl derivatives of titled compounds could be obtained as single products using appropriately
substituted Barton esters.