Hydroamination of Terminal Alkynes by Amines Catalyzed by Copper Heteropoly Salts: A Simple Approach Towards Imine Synthesis

نویسندگان

  • Ganapati V. Shanbhag
  • K. Palraj
چکیده

The hydroamination reaction offers a very attractive route for the synthesis of alkylated amines and their derivatives with no byproduct formation. Heterogeneous intermolecular hydroamination reactions of alkynes with aromatic amines using different inexpensive copper salts of hetropolyacid catalysts were investigated. Among heteropoly salts, copper salts of silicotungstic acid showed highest activity. Reactivity of aromatic amines increased with increase in its basicity. Acidity in heterogeneous catalyst can act as promoter in hydroamination of alkynes.

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Hydroamination of terminal alkynes with secondary amines catalyzed by copper: regioselective access to amines.

A simple and convenient copper-catalyzed hydroamination of arylacetylenes with secondary amines has been performed giving a simple access to aliphatic amines after reduction of the hydroaminated products (E-enamines). Here we described a mild catalytic system utilizing CuCN precatalyst without any additive ligands in a solvent-free system.

متن کامل

Design of Modified Amine Transfer Reagents Allows the Synthesis of α-Chiral Secondary Amines via CuH-Catalyzed Hydroamination

The CuH-catalyzed hydroamination of alkenes and alkynes using a silane and an amine transfer reagent represents a simple strategy to access chiral amine products. We have recently reported methods to prepare chiral amines with high efficiency and stereoselectivity using this approach. However, the current technology is limited to the synthesis of trialkylamines from dialkylamine transfer reagen...

متن کامل

Regio- and Stereoselective Hydroamination of Alkynes Using an Ammonia Surrogate: Synthesis of N-Silylenamines as Reactive Synthons.

An anti-Markovnikov selective hydroamination of alkynes with N-silylamines to afford N-silylenamines is reported. The reaction is catalyzed by a bis(amidate)bis(amido)Ti(IV) catalyst and is compatible with a variety of terminal and internal alkynes. Stoichiometric mechanistic studies were also performed. This method easily affords interesting N-silylenamine synthons in good to excellent yields ...

متن کامل

Sequential Copper(I)-Catalyzed Reaction of Amines with o-Acetylenyl-Substituted Phenyldiazoacetates

A highly efficient, tetrakis(acetonitrile)copper(I) hexafluorophosphate [Cu ACHTUNGTRENNUNG(MeCN)4PF6]catalyzed tandem Cu(I)-carbene N H insertion/ Cu(I)-catalyzed hydroamination of alkynes, which leads to sequential formation of two C N bonds to yield isoindole derivatives, has been developed.

متن کامل

Rsc_cc_c1cc13486h 1..3

In recent years, considerable effort has been devoted to develop methodologies which reduce multi-step transformations into one-step tandem processes. In this regard, the use of multifunctional catalysts, which promote sequential reaction steps without additional requirement of additives and/or co-catalysts, provides an effective way while taking care of two most basic challenges faced by a syn...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:

دوره   شماره 

صفحات  -

تاریخ انتشار 2008