Divergent synthesis of unsymmetrical azobenzenes via Cu-catalyzed C–N coupling
Literature Information
Publication Date
2021-08-14
DOI
10.1039/D1QO00945A
Impact Factor
5.281
Authors
Yuzhou Wang, Rongrong Xie, Lingyu Huang, Ya-Nan Tian, Shihai Lv, Xiangfei Kong, Shiqing Li
View Original
Abstract
An efficient, one-pot, and low-cost metal-catalyzed tandem Chan–Lam coupling/deprotection/oxidation reaction to access unsymmetrical azobenzenes was developed. The phthaloyl group was automatically released from the rest of the molecule under the conditions of the basic catalytic system of this protocol, without extra steps for deprotection. A variety of azobenzenes were easily obtained using this C–N coupling strategy, without precautions against generating undesired azo by-products. Moreover, an unusual, three-component and domino Ullmann/Chan–Lam/deprotection/oxidation reaction proceeded smoothly to assemble azobenzenes in good yields, where phthalic hydrazide served as a source of N2.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
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Molecular Formula:
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