Benzocarbapenems from indoles 1

S Coulton, TL Gilchrist, K Graham

Index: Coulton, Steven; Gilchrist, Thomas L.; Graham, Keith Journal of the Chemical Society - Perkin Transactions 1, 1998 , # 7 p. 1193 - 1202

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Abstract

The 8, 8a-dihydroazeto [1, 2-a] indol-2 (1H)-ones (benzocarbapenems) 1a, 16, 17, 22, 27, 35 and 36 have been prepared by cyclodehydration of the corresponding β-amino acids, these amino acids being obtained by reduction of the analogous 2-substituted or 2, 7- disubstituted indoles. The hydroxy group of compound 36 is designed to mimic the carboxylic acid function of the carbapenems on the basis of molecular modelling. The ...