An autoxidative approach to 1,2,3,4-tetrahydroisoquinolin-1-one and tetrahydro-β-carbolin-1-one

Treatment of N-benzyl 1,2,3,4-tetrahydroisoquinoline-1-carboxylate with sodium hydride in N,N-dimethylformamide gives the corresponding N-benzyl 1,2,3,4-tetrahydroisoquinolin-1-one in quantitative yield. The N-benzyl 1,2,3,4-tetrahydro-β-carbolin-1-one is prepared in a similar fashion. The N-deprotection occurred concomitantly with the oxidative decarboxylation when the nitrogen was benzyloxycarbonylated. © 2001 Elsevier Science Ltd.


Published in:
Tetrahedron Letters, 42, 20, 3427-3430
Year:
2001
Publisher:
Elsevier
ISSN:
00404039
Laboratories:




 Record created 2010-11-25, last modified 2018-03-17


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