Organic Letters 2004-03-18

Synthesis of 2,2'-bipyrroles and 2,2'-thienylpyrroles from donor-acceptor cyclopropanes and 2-cyanoheteroles.

Ming Yu, G Dan Pantos, Jonathan L Sessler, Brian L Pagenkopf

Index: Org. Lett. 6(6) , 1057-9, (2004)

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Abstract

[reaction: see text] Two new series of 2,2'-bipyrroles and 2,2'-thienylpyrroles have been prepared by trimethylsilyl trifluoromethanesulfonate (TMSOTf)-mediated reaction of donor-acceptor cyclopropanes with 2-cyanopyrroles and 2-cyanothiophene, respectively. This method opens the door toward a wide variety of unsymmetrical bipyrroles and thienylpyrroles.