A new paradigm for carbon-carbon bond formation: aerobic, copper-templated cross-coupling.

Content Provider	Semantic Scholar
Author	Villalobos, Janette M. Šrogl, Jiří Liebeskind, Lanny S.
Copyright Year	2007
Abstract	Thiol esters and boronic acids react to produce ketones under aerobic conditions in the presence of catalytic quantities of a CuI or CuII salt. The reaction occurs at reasonable rates between room temperature and 50 degrees C at neutral pH using thiol esters derived from bulky 2 degrees amides of thiosalicylamides such as those based on N-tert-butyl-2-mercaptobenzamide. In this mechanistically unprecedented reaction system, the carbon-carbon bond formation occurs through templating of the thiol ester and the boronic acid at copper; the system is rendered catalytic in copper under the aerobic conditions.
Starting Page	35
Ending Page	45
Page Count	11
File Format	PDF HTM / HTML
Alternate Webpage(s)	http://image.sciencenet.cn/olddata/kexue.com.cn/blog/admin//images/upfiles/20071215184738218786.pdf
PubMed reference number	18047333v1
Volume Number	129
Issue Number	51
Journal	Journal of the American Chemical Society
Language	English
Access Restriction	Open
Subject Keyword	Boronic Acids Carbon Dioxide Carbon-Carbon Lyases Carnitine esters:SCnt:Pt:Tiss:Qn Esters Ketone Measurement NG-Nitroarginine Methyl Ester Quantity Sulfhydryl Compounds boronic acid tert-Butyl Alcohol
Content Type	Text
Resource Type	Article