The synthesis of 1-aminodihydroisoquinolines by an imine addition-cyclisation reaction

A variety of 1-amino-3,4-dihydroisoquinolines substituted at the 3-position and related thienopyridines were prepared by lithiation of ortho-methyl aromatic nitriles, addition to N-trimethylsilylimines and spontaneous cyclisation. An efficient one pot synthesis of 3-substituted 1-amino-3,4-dihydrois...

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Bibliographic Details
Published inTetrahedron letters Vol. 39; no. 10; pp. 1227 - 1230
Main Authors Beaton, Haydn, Hamley, Peter, Tinker, Alan C.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 05.03.1998
Elsevier
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
INHIBITORS
ANTAGONISTS
DERIVATIVES
NITRIC-OXIDE SYNTHASE
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Summary:A variety of 1-amino-3,4-dihydroisoquinolines substituted at the 3-position and related thienopyridines were prepared by lithiation of ortho-methyl aromatic nitriles, addition to N-trimethylsilylimines and spontaneous cyclisation. An efficient one pot synthesis of 3-substituted 1-amino-3,4-dihydroisoquinolines and related dihydrothienopyridines is described.
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(97)10736-5