Silver-mediated intramolecular α-C(sp)-H bond functionalization of the methylthio group has been established in the presence of Selectfluor as an additive. This novel strategy provides efficient access to various diverse sulfur-based heterocycles with good yields and functional group compatibility. It is noteworthy that the completely novel benzooxathiin-4-imine skeletons were reported for the first time in this study.
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http://dx.doi.org/10.1021/acs.joc.9b02202 | DOI Listing |
J Org Chem
November 2019
Department of Chemistry and Chemical Biology , Indiana University Purdue University Indianapolis, Indianapolis , Indiana 46202 , United States.
Silver-mediated intramolecular α-C(sp)-H bond functionalization of the methylthio group has been established in the presence of Selectfluor as an additive. This novel strategy provides efficient access to various diverse sulfur-based heterocycles with good yields and functional group compatibility. It is noteworthy that the completely novel benzooxathiin-4-imine skeletons were reported for the first time in this study.
View Article and Find Full Text PDFJ Am Chem Soc
December 2014
Department of Chemistry, University of Wisconsin, Madison, Wisconsin 53706, United States.
The development of readily tunable and regioselective C-H functionalization reactions that operate solely through catalyst control remains a challenge in modern organic synthesis. Herein, we report that simple silver catalysts supported by common nitrogenated ligands can be used to tune a nitrene transfer reaction between two different types of C-H bonds. The results reported herein represent the first example of ligand-controlled and site-selective silver-promoted C-H amination.
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