Synthesis 2021; 53(18): 3343-3350
DOI: 10.1055/a-1507-6419
special topic
Bond Activation – in Honor of Prof. Shinji Murai

Chromium-Catalyzed Reductive Cleavage of Unactivated Aromatic and Benzylic C–O Bonds

Shuqing Yuan
,
Liang Ling
,
Jinghua Tang
,
Meiming Luo
,
Xiaoming Zeng
We thank the National Natural Science Foundation of China (Nos. 21572175, 21871186, and 21971168) and Sichuan University for financial­ support.


This work is dedicated to Professor Shinji Murai for his contribution to bond activation.

Abstract

Reductive cleavage of aromatic and benzylic C–O bonds by chromium catalysis is reported. This deoxygenative reaction was promoted by low-cost CrCl2 precatalyst combined with poly(methyl hydrogen siloxane) as the mild reducing agent, providing a strategy in forming reduced motifs by cleavage of unactivated C–O bonds. A range of functional groups such as bromide, chloride, fluoride, hydroxyl, amino, and alkoxycarbonyl can be retained in the reduction.

Supporting Information



Publikationsverlauf

Eingereicht: 24. April 2021

Angenommen nach Revision: 12. Mai 2021

Accepted Manuscript online:
12. Mai 2021

Artikel online veröffentlicht:
23. Juni 2021

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