Issue 60, 2020

Recent progress in transition-metal-free functionalization of allenamides

Abstract

With their unique reactivity, selectivity, availability and stability, allenamides are receiving increasing attention, and reports on the functionalization of allenamides are rapidly growing in number. In this review, recent developments in transition-metal-free functionalization of allenamides are highlighted. First, developments based on allenamide reactivity are simply introduced. After presenting the advantages of allenamides, recent progress in transition-metal-free functionalization of allenamides is classified and discussed in detail in four parts: chiral phosphoric-acid-catalyzed asymmetric functionalization, iodine-reagent-mediated functionalization, 1,3-H-shift reaction of allenamides, and other metal-free allenamide functionalizations. For the majority of these transformations, plausible mechanisms are presented in detail. The purpose of this review is to provide illustrations of elegant allenamide chemistry, and thereby elicit further interest from the synthetic community to develop novel allenamide methodology.

Graphical abstract: Recent progress in transition-metal-free functionalization of allenamides

Article information

Article type
Review Article
Submitted
19 Aug 2020
Accepted
28 Sep 2020
First published
06 Oct 2020
This article is Open Access
Creative Commons BY license

RSC Adv., 2020,10, 36818-36827

Recent progress in transition-metal-free functionalization of allenamides

X. Li, Y. Liu, N. Ding, X. Tan and Z. Zhao, RSC Adv., 2020, 10, 36818 DOI: 10.1039/D0RA07119F

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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