Synthesis of N-Phenylcarbamate by C–N Coupling Reaction without Metal Participation

Abstract

We have developed a new method for the synthesis of carbamates from amine and hydrazine formate. The reaction occurs in the presence of iodine and tert-butyl hydroperoxide, in which carbazates are produced via alkoxycarbonyl radical formation for cross-coupling reaction. The method exhibits broad functional group tolerance and affords a series of N-phenylcarbamates in moderate to good yields. Remarkably, our approach is metal free and utilizes cheap, readily available raw materials and relatively universal substrates.

Key words

metal-free C–N coupling - one-pot synthesis - mild conditions

Publication History

Received: 02 April 2023

Accepted after revision: 22 May 2023

Accepted Manuscript online:
22 May 2023

Article published online:
27 June 2023

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