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STERIC EFFECT ON THE FORMATION OF 3H-AZEPINE DERIVATIVES FROM o-ALKYLPHENYLNITRENE AND ALCOHOL AS A NUCLEOPHILIC MEDIA

  作者 ULFA SITI MARIYAH; OKAMOTO HIDEKI; SATAKE KYOSUKE  
  选自 期刊  Heterocycles;  卷期  2011年83-6;  页码  1259-1265  
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[摘要]The cause of regioselectivity for the formation of 3-alkyl- and/or 7-alkyl-3H-azepine derivatives via the intramolecular insertion reaction of o-alkylphenylnitrene, which is generated by an action of Buy on o-alkylnitrobenzene, in the presence of alcohol found to be elucidated by the steric effects of an alcohol adduct on the dehydroazepine intermediate. Observed selectivity is confirmed both by changing the bulkiness of the o-alkyl group of phenylnitrene and that of alcohol as a nucleophile.

 
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