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Synthesis of Di(hetero)arylamines from Nitrosoarenes and Boronic Acids: A General, Mild, and Transition-Metal-Free Coupling

Silvia Roscales and Aurelio G. Csák˙*

*Instituto Pluridisciplinar, Universidad Complutense, Campus de Excelencia Internacional Moncloa, Paseo de Juan XXIII, 1, 28040 Madrid, Spain, Email: csakyucm.es

S. Roscales, A. G. Csák˙, Org. Lett., 2018, 20, 1667-1671.

DOI: 10.1021/acs.orglett.8b00473 (free Supporting Information)


Abstract

An experimentally simple, fast, mild, and scalable transition-metal-free cross-coupling between boronic acids and nitrosoarenes enables the synthesis of di(hetero)arylamines. The procedure tolerates a wide range of functional groups, including carbonyls, nitro, halogens, free OH and NH groups, and also permits the synthesis of sterically hindered compounds.

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Key Words

diarylamines, triethylphosphite


ID: J54-Y2018