期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 17, 期 15, 页码 4217-4222出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201003388
关键词
aryl halides; benzonitriles; electrophilic cyanation; Grignard reagents; N-CN reagents
资金
- Alexander-von-Humboldt-Stiftung
- State of Mecklenburg-Western Pomerania
- BMBF
- DFG (Leibniz Prize)
N-Cyano-N-phenyl-p-methyl-benzenesulfonamide has been used as a more benign electrophilic cyanation reagent for the synthesis of various benzonitriles from (hetero) aryl bromides via formation of Grignard reagents. Electronically different and sterically demanding aryl bromides including functionalized substrates and heteroaryl bromides are successfully cyanated in good to excellent yields. The efficiency of the present methodology is shown by the expeditious syntheses of interesting pharmaceutical intermediates. Notably, chemoselective monocyanation of dibromoarenes is also achieved.
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