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Synthesis 2022; 54(17): 3739-3752
DOI: 10.1055/a-1786-6496
DOI: 10.1055/a-1786-6496
feature
Visible-Light-Induced Catalysis: A Regioselectivity Switch between [2+1] and [2+2] Cycloaddition of Diazocarbonyls with Olefins
We thank the Taishan Scholars Construction Projects of Shandong (tsqn201812075), the Natural Science Foundation of Shandong Province for Distinguished Young Scholars (ZR2020JQ07), Youth Innovation Science and Technology Plan of Colleges and Universities in Shandong Province (2019KJC003), and Qingdao University of Science & Technology for financial support.
Abstract
Visible-light-promoted [2+1] and [2+2] cycloaddition reactions of diazocarbonyls with olefins have been developed, affording functionalized cyclopropanes and cyclobutanes, respectively. In visible-light catalysis of Ir(ppy)3, a simple addition of Rh2(OAc)4 switches the regioselectivity from [2+1] to [2+2] cycloaddition with good reactivity and high regioselectivity.
Key words
photocatalysis - Rh2(OAc)4 - cycloaddition - α-diazo compounds - switchable regioselectivitySupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1786-6496.
- Supporting Information
Publication History
Received: 02 March 2022
Accepted after revision: 02 March 2022
Accepted Manuscript online:
02 March 2022
Article published online:
07 April 2022
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For selected reviews, see:
For recent selected examples of catalysis by copper, see:
For recent selected examples of catalysis by rhodium(II), see:
Catalysis by rhodium(I):
For recent selected examples of catalysis by ruthenium, see:
For recent selected examples of catalysis by cobalt, see: