期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 55, 期 46, 页码 14433-14436出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201608144
关键词
alkenes; arynes; cycloaddition; sulfonium ylides; synthetic methods
资金
- China Scholarship Council
- Deutsche Forschungsgemeinschaft (DFG)
The reaction of in situ generated arynes with vinyl sulfides provides benzannulated sulfonium ylides in a (3+2) cycloaddition. Trapping of the intermediate ylides with electrophiles (proton transfer or a second aryne addition) and subsequent beta-elimination give rise to di-, tri-, or tetrasubstituted alkenes with high stereoselectivity. Experimental studies and DFT calculations provide insight into the mechanisms of these cascade reactions.
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