Photochemical alkylation, hydroxyalkylation, and alkoxylation of pyridinecarboxamides in alcohol.

…, H Itoh, M Kanai, N Itoh, T Sugiyama

Index: Sugimori, Akira; Itoh, Hiroshi; Kanai, Mitsuharu; Itoh, Nobuko; Sugiyama, Toru Bulletin of the Chemical Society of Japan, 1988 , vol. 61, # 8 p. 2837 - 2846

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Citation Number: 4

Abstract

The UV-irradiation of 2-and 4-pyridinecarboxamides in alcohol brings about alkylation and/or hydroxyalkylation in the pyridine ring. In the irradiation of 3-pyridinecarboxamide in the presence of sulfuric acid, ionic reaction (alkoxylation at the 2-and 6-position) and radical reaction (alkylation at the 4-and 6-position) occur in parallel. The effects of quenchers indicate that two alkylation products originate from one excited triplet state which is ...