Organic Letters 2012-04-06

Ruthenium(0)-catalyzed sp3 C-H bond arylation of benzylic amines using arylboronates.

Navid Dastbaravardeh, Michael Schnürch, Marko D Mihovilovic

Index: Org. Lett. 7th ed., 14 , 1930-1933, (2012)

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Abstract

A Ru-catalyzed direct arylation of benzylic sp(3) carbons of acyclic amines with arylboronates is reported. This highly regioselective and efficient transformation can be performed with various combinations of N-(2-pyridyl) substituted benzylamines and arylboronates. Substitution of the pyridine directing group in the 3-position proved to be crucial in order to achieve high arylation yields. Furthermore, the pyridine directing group can be removed in high yields via a two-step protocol.