Ruthenium Complex-Catalyzed N-Heterocyclization. Syntheses ofN-Substituted Pyrroles and Pyrrolidines from 1,4-Diols and Primary Amines

Ruthenium-catalyzed dealkenative N-silylation of amines by substituted vinylsilanes.

The ruthenium hydride complex-catalyzed N-silylation of primary and secondary amines with substituted vinylsilanes, with the general formula R(1)CH=CHSiR (where R(1) = H, Ph, n-Bu, Si(OEt)3), leading to the formation of a Si-N bond with the evolution of olefin is described. Vinylsilane acts as a silylative reagent and hydrogen acceptor. Under optimum conditions, the reaction offers an attractiv...

Dehydrogenative Synthesis of Imines from Alcohols and Amines Catalyzed by a Ruthenium N-Heterocyclic Carbene Complex

A new method for the direct synthesis of imines from alcohols and amines is described where hydrogen gas is liberated. The reaction is catalyzed by the ruthenium N-heterocyclic carbene complex [RuCl2(IiPr)(p-cymene)] in the presence of the ligand DABCO and molecular sieves. The imination can be applied to a variety of primary alcohols and amines and can be combined with a subsequent addition re...

One-pot highly efficient synthesis of substituted pyrroles and N-bridgehead pyrroles by zinc-catalyzed multicomponent reaction.

A convenient zinc(II) chloride-catalyzed regioselective propargylation/amination/cycloisomerization process has been developed for the synthesis of substituted pyrrole derivatives from propargylic acetates, enoxysilanes and primary amines. Various aromatic and aliphatic propargylic acetates participate well in the reaction, providing the propargylation/amination/cycloisomerization products in g...

Ruthenium-catalysed synthesis of 2- and 3-substituted quinolines from anilines and 1,3-diols.

A straightforward synthesis of substituted quinolines is described by cyclocondensation of anilines with 1,3-diols. The reaction proceeds in mesitylene solution with catalytic amounts of RuCl(3)·xH(2)O, PBu(3) and MgBr(2)·OEt(2). The transformation does not require any stoichiometric additives and only produces water and dihydrogen as byproducts. Anilines containing methyl, methoxy and chloro s...

Ruthenium-catalyzed direct methylation of primary and secondary aromatic amines using carbon dioxide and molecular hydrogen.