Journal
ORGANIC LETTERS
Volume 18, Issue 9, Pages 2036-2039Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b00646
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Funding
- Xiangtan University Academic Leader Program [11QDZ20]
- New Teachers' Fund for Doctor Stations
- Ministry of Education [20124301120007]
- Hunan Provincial Excellent Young Scientist Foundation [13B114]
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An efficient and practical iodine-catalyzed oxidative functionalization of azaarenes with benzylic C-H bonds via an N-alkylation and amidation cascade is developed to provide isoquinolin-1(2H)-ones. This method utilizes readily available unfunctionalized azaarenes and methylarenes as starting materials and proceeds under metal-free conditions with good to excellent yields, avoiding the use of expensive noble metal catalysts and generation of halide and metal wastes. The synthetic utility of this reaction is exemplified by the concise, two-step synthesis of isoindolo[2,1-b]isoquinolin-7(SH)-one.
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