We herein describe
a practical direct amination of phenols through
a palladium-catalyzed hydrogen-transfer-mediated activation method
to synthesize the secondary and tertiary amines. In this conversion,
environmentally friendly water and inexpensive ammonium formate were
used as solvent and reductant, respectively. A range of amines, including
aliphatic amines, aniline, secondary amines, and diamines, could be
coupled effectively by this method to achieve mono/dual amination
and cyclization of phenols. This study not only provides a green and
mild strategy for the synthesis of secondary and tertiary naphthylamines
but also expands the synthesis of chloroquine in organic chemistry.
This study presents
an efficient strategy for constructing 1,2-difunctionalized
quinoline derivatives via the multicomponent cascade coupling of N-heteroaromatics with alkyl halides and different terminal
alkynes. This reaction was achieved through sequential functionalization
at the one- and two-positions of quinolines, which displayed a broad
substrate scope, environmental friendliness, excellent functional
group tolerance, high atom efficiency, and chemoselectivity. The multicomponent
coupling involved the abnormal construction of new C–N, CC,
and CO bonds in one pot. The applicability of this method
was further demonstrated by the late-stage functionalization of complex
drug molecules under the established conditions.
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