Synlett

An expedient synthesis of pyrrole derivatives by reaction of lithiated methoxyallenes with imines

MO Amombo, A Hausherr, HU Reissig

Index: Amombo, Marlyse Okala; Hausherr, Arndt; Reissig, Hans-Ulrich Synlett, 1999 , # 12 p. 1871 - 1874

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Citation Number: 11

Abstract

Abstract: Addition of lithiated methoxyallene 2 to imines provided the expected allenyl amines in good yield. These could be cyclized with base or with silver nitrate to a variety of 2, 5-dihydropyrrole derivatives. Selected examples describe their conversion to pyrrolidin-3- ones or 3-methoxypyrroles. Most importantly, this [3+ 2] cyclization method could also be applied to the synthesis of 2, 5-disubstituted derivatives such as 26-28 and also to the ...