Synthesis 2022; 54(17): 3739-3752
DOI: 10.1055/a-1786-6496
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Visible-Light-Induced Catalysis: A Regioselectivity Switch between [2+1] and [2+2] Cycloaddition of Diazocarbonyls with Olefins

Huixin Qiu
,
Lirong Wen
,
Jian Lv
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.

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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