Zhao, Fei;
Chen, Jing;
Qiao, Jin;
Lu, Yangbin;
Zhang, Xiaoning;
Mao, Hui;
Lu, Shiyao;
... Dai, Long; + view all
(2021)
Chemo- and Regioselective Synthesis of Functionalized 1H-imidazo[1,5-a]indol-3(2H)-ones via a Redox-Neutral Rhodium(III)-Catalyzed [4+1] Annulation between Indoles and Alkynes.
Advanced Synthesis & Catalysis (ASC)
, 363
(18)
pp. 4380-4389.
10.1002/adsc.202100555.
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Abstract
Alkynes generally serve as C2 synthons in transition-metal-catalyzed C−H annulations, herein, exploiting electron-deficient alkynes as unconventional C1 synthons, the chemo- and regiospecific synthesis of functionalized 1H-imidazo[1,5-a]indol-3(2H)-ones via a redox-neutral rhodium(III)-catalyzed [4+1] annulation of N-carbamoyl indoles has been achieved. This process is characterized by high chemo- and regioselectivity, broad substrate scope, good tolerance of functional groups, moderate to high yields and mild redox-neutral conditions, thus affording a robust approach to access valuable 1H-imidazo[1,5-a]indol-3(2H)-ones.
| Type: | Article |
|---|---|
| Title: | Chemo- and Regioselective Synthesis of Functionalized 1H-imidazo[1,5-a]indol-3(2H)-ones via a Redox-Neutral Rhodium(III)-Catalyzed [4+1] Annulation between Indoles and Alkynes |
| Open access status: | An open access version is available from UCL Discovery |
| DOI: | 10.1002/adsc.202100555 |
| Publisher version: | https://doi.org/10.1002/adsc.202100555 |
| 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: | Rhodium; Indole; Alkyne; C-H activation; [4+1] annulation; C1 synthon |
| 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-pp.ucl.ac.uk/id/eprint/10167671 |
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