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Radical Reactions of Ynamides.
Small Methods. 2021 03; 5(3):e2000673.SM

Abstract

Ynamides are electron-rich heteroatom-substituted alkynes with C-C triple bond directly tethered to the amide group. Over the past decades, ynamides have proven to be versatile reagents for organic synthesis and have received extensive attention. Compared with the well-established ionic reactions of ynamides, radical-based ynamide reactions have been exploited relatively seldom. Herein, radical reactions of ynamides, classified by radical attack at the α-position and β-position of ynamides, are reviewed by highlighting the reaction selectivity, scope, mechanism, and applicability. The aim of this review is to provide a comprehensive summarization of these advances, casting light on the further development of ynamide chemistry.

Authors+Show Affiliations

Key Laboratory for Chemical Biology of Fujian Province & State Key Laboratory of Physical Chemistry of Solid Surfaces, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, 361005, China.Key Laboratory for Chemical Biology of Fujian Province & State Key Laboratory of Physical Chemistry of Solid Surfaces, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, 361005, China.Institute of New Materials & Industry Technology, College of Chemistry & Materials Engineering, Wenzhou University, Wenzhou, 325035, China.Key Laboratory for Chemical Biology of Fujian Province & State Key Laboratory of Physical Chemistry of Solid Surfaces, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, 361005, China. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, 200032, China.

Pub Type(s)

Journal Article
Review
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

34927818

Citation

Tan, Tong-De, et al. "Radical Reactions of Ynamides." Small Methods, vol. 5, no. 3, 2021, pp. e2000673.
Tan TD, Wang ZS, Qian PC, et al. Radical Reactions of Ynamides. Small Methods. 2021;5(3):e2000673.
Tan, T. D., Wang, Z. S., Qian, P. C., & Ye, L. W. (2021). Radical Reactions of Ynamides. Small Methods, 5(3), e2000673. https://doi.org/10.1002/smtd.202000673
Tan TD, et al. Radical Reactions of Ynamides. Small Methods. 2021;5(3):e2000673. PubMed PMID: 34927818.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Radical Reactions of Ynamides. AU - Tan,Tong-De, AU - Wang,Ze-Shu, AU - Qian,Peng-Cheng, AU - Ye,Long-Wu, Y1 - 2020/09/29/ PY - 2020/08/31/revised PY - 2020/08/02/received PY - 2021/12/20/entrez PY - 2021/12/21/pubmed PY - 2021/12/21/medline KW - cyclizations KW - heterocycles KW - radical reactions KW - regioselectivity KW - ynamides SP - e2000673 EP - e2000673 JF - Small methods JO - Small Methods VL - 5 IS - 3 N2 - Ynamides are electron-rich heteroatom-substituted alkynes with C-C triple bond directly tethered to the amide group. Over the past decades, ynamides have proven to be versatile reagents for organic synthesis and have received extensive attention. Compared with the well-established ionic reactions of ynamides, radical-based ynamide reactions have been exploited relatively seldom. Herein, radical reactions of ynamides, classified by radical attack at the α-position and β-position of ynamides, are reviewed by highlighting the reaction selectivity, scope, mechanism, and applicability. The aim of this review is to provide a comprehensive summarization of these advances, casting light on the further development of ynamide chemistry. SN - 2366-9608 UR - https://www.unboundmedicine.com/medline/citation/34927818/Radical_Reactions_of_Ynamides_ L2 - https://doi.org/10.1002/smtd.202000673 DB - PRIME DP - Unbound Medicine ER -
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