Abstract
A reinvestigation of the cyclization of pyrrol-2-yl phenacyl sulfides in polyphosphoric acid has shown that the major product is a thieno[3,2-b]pyrrole, where rearrangement of the sulfur substituent from position 2 to position 3 has preceded cyclization. When TiCl4 is used as cyclocondensation reagent minimal rearrangement is observed and the product obtained is either a thiazolo[3,2-a]pyrrole when the pyrrole nitrogen is unsubstituted, or a thieno[2,3-b]pyrrole where an N-substituent is present.
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