Journal
ORGANIC LETTERS
Volume 23, Issue 15, Pages 5998-6003Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c02065
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Funding
- Taishan Scholars Construction Projects of Shandong [tsqn201812075]
- Natural Science Foundation of Shandong Province for Distinguished Yong Scholars [ZR2020JQ07]
- Youth Innovation Science and Technology Plan of Colleges and Universities in Shandong Province [2019KJC003]
- Natural Science Foundation of China [21702115, 21801007]
- Natural Science Foundation of Shandong Province, China [ZR2019PB020, ZR2017BB028, ZR2016JL012]
- Qingdao University of Science Technology
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This study demonstrates that the alkenylation of arenes with alkynes catalyzed by binary acid Sc(OTf)(3)/TfOH can efficiently produce the desired adducts with high Z-selectivity and up to 90% yield.
Herein we report binary acid Sc(OTf)(3)/TfOH-catalyzed alkenylation of arenes with alkynes. In this system, the highenergy vinyl carbocations with activated and weakly coordinating trifluoromethanesulfonate anions by Lewis acid Sc(III) can undergo facile Friedel-Crafts reactions with arenes to give the desired adducts in up to 90% yield and with high Z-selectivity.
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