Abstract
Recent rapid development in homogeneous gold catalysis affords an alternative and particularly thriving strategy for the generation of gold carbenes through gold-catalyzed oxidation/amination/cycloaddition of alkynes, while it avoids the employment of hazardous and potentially explosive diazo compounds as starting materials for carbene generation. In addition to facile and secure operation, gold carbenes generated in this strategy display good chemoselectivity distinct from other metal carbenes produced from the related diazo approach. N-heterocyclic carbene (NHC) gold is a special metal complex that can be used as ancillary ligands, which provides enhanced stability and can also act as an efficient chiral directing group. In this review, we will present an overview of these recent advances in alkyne oxidation/amination/cycloaddition by highlighting their specificity and applicability, aiming to facilitate progress in this very exciting area of research.
Highlights
N-heterocyclic carbenes (NHC), since the first isolation of a metal-free imidazol-2-ylidene by Arduengo and coworkers in 1991 [1], have become one of the most extensively investigated ligands for transition metal complexes [2,3,4,5,6,7,8,9,10,11,12]
This review introduces an overview of NHC gold-catalyzed reactions of alkynes involving approach in organic synthesis, owing to its high catalytic activities, benign reaction conditions oxidation/amination/cycloaddition in the past thirteen years
Impressive advances have been made towards Au–NHC catalyzed amination reactions, reactions, amination and cycloaddition reactions
Summary
N-heterocyclic carbenes (NHC), since the first isolation of a metal-free imidazol-2-ylidene by Arduengo and coworkers in 1991 [1], have become one of the most extensively investigated ligands for transition metal complexes [2,3,4,5,6,7,8,9,10,11,12]. NHC as ancillary ligands can been widely applied in transition metal chemistry, and homogeneous catalysis, presumably due to forming the highly robust bonds between the soft carbon donors of NHC with soft metals [3,13,14,15,16,29,30]. Substantial progress has been important structural skeletons, which can be constantly observed in bioactive molecules as well as in achieved synthesis and been organometallic of Au–NHC. NHC gold-catalyzed important structural skeletons, whichofcan be constantly in bioactive molecules as well oxidation/amination/cycloaddition alkynes (Figure 2). That the review of oxidation/amination/cycloaddition alkynes have
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