Aliphatic Friedel-Crafts reactions. Part VIII. Preparation of unsaturated ketones by the acylation of 1-alkylcyclopentenes
作者:J. K. Groves、N. Jones
DOI:10.1039/j39690000608
日期:——
Reaction of 1-ethylcyclopentene with zinc chloride–acetic anhydride affords 5-acetyl-1-ethylcyclopentene (39%) and 1-acetyl-2-ethylidenecyclopentane (13%). Similar products are obtained in the acetylation of other n-alkylcyclopentenes, with the exception of 1-methylcyclopentene which yields a mixture of 5-acetyl-1-methylcyclopentene and 1-acetyl-2-methylcyclopentene in a ratio of ca. 3 : 2. Treatment
The Reaction of Organoboranes with Lithium Salts of Trisylhydrazones of Cycloalkanones Followed by Treatment with Iodine
作者:Tsutomu Baba、Kamlakar Avasthi、Akira Suzuki
DOI:10.1246/bcsj.56.1571
日期:1983.5
The titled reaction proceeds smoothly under mild conditions to give corresponding 1-alkylcycloalkenes in excellent yields. The overall reaction provides a convenient synthetic procedure of cycloalkenes for cycloalkanones, with various alkyl substituents readily available by means of hydrobortation.