| Literature DB >> 17595138 |
Enrico Baciocchi1, Tiziana Del Giacco, Osvaldo Lanzalunga, Andrea Lapi, Daniele Raponi.
Abstract
A kinetic and product study of the reactions of chlorpromazine 1, N-methylphenothiazine 2, and N-ethylphenothiazine 3 with singlet oxygen was carried out in MeOH and MeCN. 1 undergoes exclusive side-chain cleavage, whereas the reactions of 2 and 3, in MeOH, afforded only the corresponding sulfoxides. A mechanism for the reaction of 1 is proposed where the first step involves an interaction between singlet oxygen and the side-chain dimethylamino nitrogen. This explains why no side-chain cleavage is observed for 2 and 3.Entities:
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Year: 2007 PMID： 17595138 DOI： 10.1021/jo0706980
Source DB: PubMed Journal: J Org Chem ISSN： 0022-3263 Impact factor: 4.354