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C-H Borylation of Diphenylamines through Adamantane-1-carbonyl Auxiliary by BBr. | LitMetric

C-H Borylation of Diphenylamines through Adamantane-1-carbonyl Auxiliary by BBr.

Org Lett

Engineering Research Centre of Pharmaceutical Process Chemistry, Ministry of Education; School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, P. R. China.

Published: September 2020

A method for -C-H borylation of diphenylamines using BBr as the boron source has been reported. The noncatalytic adamantane-1-carbonyl directed reaction exhibited site exclusivity and good functional group tolerance. Generally, the borylation occurred at the more electron-rich aromatic ring and the borylated products could be converted to various useful intermediates. Besides, the derived arylation and removal of auxiliary of the product could be achieved in a one-pot fashion.

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http://dx.doi.org/10.1021/acs.orglett.0c02552DOI Listing

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