Issue 16, 2022

Site-selective desaturation of C(sp3)–C(sp3) bonds via photoinduced ruthenium catalysis

Abstract

Ruthenium(II) photocatalysis has emerged as one of the most advanced tools in modern synthetic chemistry, but its catalytic mode is generally limited to single-electron transfer and triplet energy transfer events. Herein, we introduce a dual function ruthenium(II) catalytic system by intertwining single-electron transfer with its innate transition metal catalytic activity. This approach allows for the efficient desaturation of various amide and alcohol derivatives in a highly regio- and stereoselective fashion under mild conditions. Further, an interesting radical-triggered cascade 1,5-HAT/Heck-type coupling could also be achieved through this photoinduced Ru catalysis.

Graphical abstract: Site-selective desaturation of C(sp3)–C(sp3) bonds via photoinduced ruthenium catalysis

Supplementary files

Article information

Article type
Research Article
Submitted
27 Feb 2022
Accepted
19 Jun 2022
First published
21 Jun 2022

Org. Chem. Front., 2022,9, 4316-4327

Site-selective desaturation of C(sp3)–C(sp3) bonds via photoinduced ruthenium catalysis

C. Wang, Z. Xing, Q. Ge, Y. Yu, M. Wang and W. Duan, Org. Chem. Front., 2022, 9, 4316 DOI: 10.1039/D2QO00332E

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