Mechanism and synthetic applications of the photochemical generation and X-H insertion reactions of oxacarbenes
作者:Michael C. Pirrung、Virginia K. Chang、Carl V. DeAmicis
DOI:10.1021/ja00197a049
日期:1989.7
Formation de composes heterocycles oxygenes a 5 chainons monocycliques et bicycliques a partir de cyclobutanones non ramifiees et ramifiees
形成分解杂环氧a 5 链子单环和双环a partir de cyclobutanones non ramifiees et ramifiees
Photochemistry of Substituted Benzoylformate Esters. A Convenient Method for the Photochemical Oxidation of Alcohols
作者:Michael C. Pirrung、Ronald J. Tepper
DOI:10.1021/jo00113a029
日期:1995.4
The production of aldehydes and ketones via photochemical hydrogen atom transfer in substituted benzoylformate esters of primary and secondary alcohols has been investigated. Substituent effect studies have shown that (2,4-dimethoxybenzoyl)formate (DMBF) esters give superior performance. A divergence in the byproducts derived from the ester group (the benzaldehyde (and presumably CO) or the benzoic acid (and presumably CO2)) is observed depending on the presence of oxygen. A mechanistic rationale for the formation of the benzoic acid has been advanced based on the known trapping of intermediate 1,4-biradicals by oxygen followed by fragmentation.
Kinetics of the coupling reactions of the nitroxyl radical 1,1,3,3-tetramethylisoindoline-2-oxyl with carbon-centered radicals
作者:Athelstan L. J. Beckwith、Vincent W. Bowry、Graeme Moad
DOI:10.1021/jo00243a008
日期:1988.4
PIRRUNG, M. C.;DEAMICIS, C. V., HETEROCYCLES, 25,(1987) NPEC. ISSUE, 189-192