Organic Letters

Pyrrolo annelated tetrathiafulvalenes: The parent systems

JO Jeppesen, K Takimiya, F Jensen, J Becher

Index: Jeppesen, Jan Oskar; Takimiya, Kazuo; Jensen, Frank; Becher, Jan Organic Letters, 1999 , vol. 1, # 8 p. 1291 - 1294

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Citation Number: 58

Abstract

In our approach the pyrrole ring is constructed in two steps from a 1,3-dithiole-2-thione core bearing two vicinal bromomethyl groups, where the first step is a ring closure reaction with sodium tosylamide followed by oxidation of the annelated dihydropyrrole ring to give the N-tosyl-protected pyrrole. The tosyl group plays a triple role. First, it activates the nitrogen in the ring closure reaction. Second, it works as an excellent protecting group for the pyrrole nitrogen during ...