Tin-Catalyzed Selective Reductive Hydroamination of Alkynes for the Synthesis of Tertiary Amines
A unique preference of tin(II) for aniline activation is disclosed. In the present work tin(II) triflate-catalyzed highly selective Markovnikov reductive hydroamination of internal as well as terminal alkynes is reported. The mechanistic study revealed the involvement of two steps in one pot wherein alkyne reduces to corresponding alkene in presence of PMHS as reducing agent followed by hydroamination of alkene. A broad range of alkynes transformed into tertiary amines with good to excellent yield. This method is equally applicable in synthesis of secondary amines.
Aquapalladium complex: A stable and convenient catalyst for the intermolecular hydroamination of alkynes
The intermolecular hydroamination of alkynes proceeds very smoothly in the presence of a catalytic amount of the aquapalladium complex [Pd(dppe)(H 2O)2](TfO)2. This reaction most probably proceeds through the formation of an equilibrium between the hydroxopalladium and the amidopalladium complexes, and subsequent aminopalladation of alkynes. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.
Shimada, Tomohiro,Bajracharya, Gan B.,Yamamoto, Yoshinori
p. 59 - 62
(2007/10/03)
More Articles about upstream products of 102474-59-9