Light-induced and related reactions of quinones. Part VII. Cleavage and isomerisation of some (1-hydroxyalkyl)-1,4-benzoquinones
作者:J. Malcolm Bruce、David Creed、K. Dawes
DOI:10.1039/j39710002244
日期:——
The synthesis is described of 1,4-benzoquinones carrying, severally, the following side-chains: CH(OH)·CH2Ph,CD(OH)·CH2Ph, CMe(OH)·CH2Ph, CH(OH)·CHPh2, CH(OH)·CH2·CH:CH2, and CMe(OH)·CH2·CH:CH2. When irradiated with visible light all the secondary alcohols yield 2,5-dihydroxybenzaldehyde, and all the tertiary alcohols give 2,5-dihydroxyacetophenone, probably via fragmentation of the derived alkoxyl
描述了1,4-苯醌分别带有以下侧链的合成:CH(OH)·CH 2 Ph,CD(OH)·CH 2 Ph,CMe(OH)·CH 2 Ph,CH(OH) )·CHPh 2,CH(OH)·CH 2 ·CH:CH 2和CMe(OH)·CH 2 ·CH:CH 2。当用可见光照射时,所有的仲醇都可能产生2,5-二羟基苯甲醛,所有的叔醇都可能产生2,5-二羟基苯乙酮,可能是通过衍生的烷氧基自由基的裂解。叔醇还产生其中侧链已发生重组的异构体。建议的机制。