Mao, Hui;
Chen, Jing;
Zhang, Xiaoning;
Yu, Na;
Lu, Yangbin;
Zhao, Fei;
(2022)
Regio- and Stereoselective Synthesis of Tetrasubstituted Alkenes via Ruthenium(II)-Catalyzed C–H Alkenylation/Directing Group Migration.
ChemistrySelect
, 7
(18)
, Article e20220029. 10.1002/slct.202200292.
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Abstract
Herein we report the regio- and stereoselective synthesis of tetrasubstituted alkenes from N-carbamoyl indoles and alkynes via ruthenium(II)-catalyzed C−H alkenylation/directing group migration, in which the carbamoyl directing group is endowed with a dual role of auxiliary group and migrating acylation reagent via C−N bond cleavage. This method features broad substrate scope, high atom- and step-economy, good functional group tolerance and mild redox-neutral conditions at room temperature. A series of structurally diverse tetrasubstituted alkenes were synthesized in good to excellent yields, highlighting the efficiency of this method.
| Type: | Article |
|---|---|
| Title: | Regio- and Stereoselective Synthesis of Tetrasubstituted Alkenes via Ruthenium(II)-Catalyzed C–H Alkenylation/Directing Group Migration |
| Open access status: | An open access version is available from UCL Discovery |
| DOI: | 10.1002/slct.202200292 |
| Publisher version: | https://doi.org/10.1002/slct.202200292 |
| Language: | English |
| Additional information: | This version is the author-accepted manuscript. For information on re-use, please refer to the publisher’s terms and conditions. |
| Keywords: | C−H activation, cascade reaction, directing group migration, ruthenium, tetrasubstituted alkene |
| UCL classification: | UCL UCL > Provost and Vice Provost Offices > UCL BEAMS UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences > Dept of Chemistry |
| URI: | https://discovery.ucl.ac.uk/id/eprint/10167674 |
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