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The photoinduced polar addition of methanol to 2H-pyrroles

โœ Scribed by John M. Patterson; Robert L. Beine; Michael R. Boyd


Publisher
Elsevier Science
Year
1971
Tongue
French
Weight
211 KB
Volume
12
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


The direct or sensitized photoinduced Ionic addition of alcohols to cyclohexenes and cycleheptenes but not cyclopentenes is well documented (1,2). Inetead of the addition reaction cyclopentenes undergo either double bond isomerieation and reduction (sensitized photolysis) (3) or polymerization (direct photolyais) (2). Cycloalkenee containing a carbonyl group conjugated with the double bond exhibit similar behavior. While cyclopentenone (4) and cyclohexenone (5) show no evidence for polar addition, cycloheptenoue (6), substituted cyclohexenonee (7), acylcyclohexenones (8) and pyrimidines (9) do. The reported (10) photoreaction of acylcyclopenteues with alcohols probably involves a radical addition since the products are alcohols rather than ethers.


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