Citation: Huang Pei-Qiang. Direct Transformations of Amides: Tactics and Recent Progress[J]. Acta Chimica Sinica, ;2018, 76(5): 357-365. doi: 10.6023/A18020054 shu

Direct Transformations of Amides: Tactics and Recent Progress

Huang Pei-Qiang ^,

Department of Chemistry, Fujian Provincial Key Laboratory of Chemical Biology, iChEM(Collaborative Innovation Center of Chemistry for Energy Materials), College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, Fujian 361005, China

Corresponding author: Huang Pei-Qiang, pqhuang@xmu.edu.cn
Received Date: 2 February 2018
Available Online: 12 May 2018
Fund Project: the National Natural Science Foundation of China 21472153the National Natural Science Foundation of China 21332007the National Natural Science Foundation of China 21672176the National Key R & D Program of China 2017YFA0207302Chinese Universities Scientific Fund 20720170092Project supported by the National Key R & D Program of China (grant No. 2017YFA0207302), the National Natural Science Foundation of China (Nos. 21332007, 21472153, 21672176), the Program for Changjiang Scholars and Innovative Research Team in University of the Ministry of Education (P. R. China), and Chinese Universities Scientific Fund (No. 20720170092)

Figures(12)

Amides are a class of easily available compounds, and widely serve as versatile intermediates in organic synthesis and medicinal chemistry. Amide-based transformations could lead to many useful compounds and intermediates including various amines, ketones and enaminones. Though direct transformation of amides is of high demand, many current chemoselective transformations are only achieved in multistep approaches. In recent years, direct transformation of amides is emerging as an exciting area. A number of recent progresses on nucleophilic addition to amide carbonyl group that led to new C—C bond formation are highlighted in this review, including (1) in situ amide activation with trifluoromethanesulfonic anhydride (Tf₂O) followed by addition of π- and σ-nucleophiles or reactive organometallic reagents; (2) direct transformation of N-alkoxyamides; (3) direct transformation of amides using Schwartz reagent; and (4) catalytic reductive C—C bond forming reactions of amides, and metal catalyzed coupling of amides.
- amides,
- functional group transformation,
- one-pot reactions,
- synthetic methods,
- C—C bond formation
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沈阳化工大学材料科学与工程学院沈阳 110142