Issue 10, 2022

1,2-Difunctionalizations of alkynes entailing concomitant C–C and C–N bond-forming carboamination reactions

Abstract

Vicinal carboamination of alkynes is a highly reliable and efficient practical strategy for the quick preparation of valuable and diverse amine derivatives starting from simple synthons. The last decade has witnessed numerous practical methods employing transition-metal-based/metal-free carboamination approaches using alkynes for the synthesis of these N-bearing entities. Driven by the renaissance of transition metal catalysis, intermolecular and intramolecular carboamination of alkynes comprising concomitant C–N and C–C bond formation has been studied extensively. In contrast to metal catalysis, though analogous metal-free approaches have been relatively less explored in the literature, they serve as alternatives to these expensive approaches. Despite this significant progress, reviews documenting such examples are sporadic; as a result, most reports of this type remained scattered throughout the literature, thereby hampering further developments in this escalating field. In this review, different conceptual approaches will be discussed and examples from the literature will be presented. Further, the reader will get insight into the mechanisms of different transformations.

Graphical abstract: 1,2-Difunctionalizations of alkynes entailing concomitant C–C and C–N bond-forming carboamination reactions

Article information

Article type
Review Article
Submitted
03 Sep 2021
Accepted
30 Jan 2022
First published
04 Mar 2022
This article is Open Access
Creative Commons BY license

RSC Adv., 2022,12, 5847-5870

1,2-Difunctionalizations of alkynes entailing concomitant C–C and C–N bond-forming carboamination reactions

S. K. Nanda and R. Mallik, RSC Adv., 2022, 12, 5847 DOI: 10.1039/D1RA06633A

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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