Tetrahedron

Direct oxidative conversion of alkyl halides into nitriles with molecular iodine and 1, 3-diiodo-5, 5-dimethylhydantoin in aq ammonia

S Iida, R Ohmura, H Togo

Index: Iida, Shinpei; Ohmura, Ryosuke; Togo, Hideo Tetrahedron, 2009 , vol. 65, # 31 p. 6257 - 6262

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Citation Number: 48

Abstract

Various benzylic halides were smoothly and directly converted into the corresponding aromatic nitriles in high yields using molecular iodine and 1, 3-diiodo-5, 5- dimethylhydantoin, respectively, in aq ammonia. Similarly, primary alkyl halides were also converted into corresponding nitriles in moderate to good yields using molecular iodine and 1, 3-diiodo-5, 5-dimethylhydantoin in aq ammonia, although a long reaction time was ...

~61%

~49%

~77%

~82%

~86%

~85%

~90%

~66%

~58%

~61%

~39%

~68%

~57%

~71%

~75%

~63%

~48%

~76%

~67%

~49%

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~75%

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