3-Bromomethyl-3 cephems are solvolysed by alcohols, similarly to the Δ2 isomers. The yields are fairly good and this reaction represents a straightforward route to obntain 3-alcoxymethyl-3-cephems. Both 3-bromomethyl-2-cephems and 3-bromomethyl-3-isomers reactr with a variety of phenols under solvolytic conditions, giving only C-substitution products. This reaction represent the sole example of c-alkylation of phenols by an allylic bromide under such mild conditions.
Studies related to cephalosporins. Part1. Solvolytic reactions of 3-bromomethyl cephems with alcohols and phenols / F., Animati; M., Botta; F., De Angelis; A., Dorigo; Grgurina, Ingeborg; Nicoletti, Rosario. - In: JOURNAL OF THE CHEMICAL SOCIETY. PERKIN TRANSACTIONS. I. - ISSN 0300-922X. - STAMPA. - (1983), pp. 2281-2286. [10.1039/P19830002281]
Studies related to cephalosporins. Part1. Solvolytic reactions of 3-bromomethyl cephems with alcohols and phenols
GRGURINA, Ingeborg;NICOLETTI, Rosario
1983
Abstract
3-Bromomethyl-3 cephems are solvolysed by alcohols, similarly to the Δ2 isomers. The yields are fairly good and this reaction represents a straightforward route to obntain 3-alcoxymethyl-3-cephems. Both 3-bromomethyl-2-cephems and 3-bromomethyl-3-isomers reactr with a variety of phenols under solvolytic conditions, giving only C-substitution products. This reaction represent the sole example of c-alkylation of phenols by an allylic bromide under such mild conditions.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
