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Ring opening and ring contraction in reactions of some aminobromo‐ and dibromoisoquinolines with potassium amide in liquid ammonia

 

作者: Georgine M. Sanders,   M. van Dijk,   H. J. den Hertog,  

 

期刊: Recueil des Travaux Chimiques des Pays‐Bas  (WILEY Available online 1974)
卷期: Volume 93, issue 11  

页码: 298-300

 

ISSN:0165-0513

 

年代: 1974

 

DOI:10.1002/recl.19740931109

 

出版商: WILEY‐VCH Verlag

 

数据来源: WILEY

 

摘要:

AbstractReactions of some aminobromo‐ and dibromoisoquinolines with KNH2in liquid NH3have been investigated. Compounds with an amino group and a bromo atom in positions α to the heteroatom, show a very fast ring opening, leading too‐cyanobenzyl cyanide. The 1,4‐substituted aminobromoisoquinolines do not react; 4‐amino‐3‐bromoisoquinoline undergoes ring opening intoo‐cyanobenzyl isocyanide, 3‐amino‐4‐bromoisoquinoline ring contraction to 1‐cyanoisoindole. The dibromoisoquinolines react primarily by nuc

 

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