期刊
ASIAN JOURNAL OF ORGANIC CHEMISTRY
卷 4, 期 11, 页码 1250-1253出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ajoc.201500294
关键词
C-H functionalization; 3-iminoisoindolinones; N-alkoxybenzamides; N-cyano-N-phenyl-p-toluenesulfonamide; rhodium
资金
- Shanghai Municipal Natural Science Foundation [15ZR1447800]
- Chinese Postdoctoral Science Foundation [2012M511158, 2013T60477, 2014M560363]
Herein, we disclose the Rh-III-catalyzed and MeOH-assisted direct C-H functionalization of simple N-alkoxybenzamides with N-cyano-N-phenyl-p-toluenesulfonamide (NCTS) in a one-pot cascade synthesis of 3-iminoisoindolinones with excellent substrate/functional group tolerance. Experimental studies reveal that the versatile reaction comprises a regioselective C-H cyanation and subsequent intramolecular cyclization along with N-alkoxyl transfer. Furthermore, the synthetic application of the obtained products to rapidly build other important structural motifs, such as lactams and phthalazinones, has also been demonstrated in subsequent derivatization reactions.
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