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Communication | Special issue | Vol 40, No. 1, 1995, pp.89-92
Published online, 1st January, 1970
DOI: 10.3987/COM-94-S13
Reductions of 3-(N-Arylaminomethylene)succinimides

Rudolph A. Abramovitch* and Andrew V. Chapman

*Department of Chemistry, Clemson University, Clemson, SC 29634-1905, U. S. A.

Abstract

The reduction Z-N-methylanilinomethylene-N’-phenylsuccinimide reported and, depending on the conditions, a variety of products may be formed in reasonable yield. For example, the regioselectivity of the NaBH4/EtOH reduction is different from that predicted in the literature, and LAH reduction under mild conditions gives N-phenylpyrrole-3-carboxaldehyde.