SYNTHESIS OF SUBSTITUTED DIHYDROISOCARBOSTYRILS FROM DELTA-HYDROXYAMIDES OBTAINED FROM DILITHIO-N-SUBSTITUTED O-TOLUAMIDES

被引：24

作者：

MAO, CL

BARNISH, IT

HAUSER, CR

机构：

[1] Department of Chemistry, Duke University, Durham, North Carolina

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 1969年 / 6卷 / 01期

关键词：

D O I：

10.1002/jhet.5570060114

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

δ‐Hydroxyamides, prepared by condensation of ketones or aldehydes at the 2‐methyl group of Nsubstituted o‐toluamides by means of n‐butyllithium, were cyclodehydrated with sulfuric acid to form 2,3‐disubstituted and 2,3,3‐trisubstituted 3,4‐dihydroisocarbostyriIs. Also, δ‐hydroxyamides obtained from condensation of ketones at the 2‐benzyl group of N‐methyl‐o‐benzylbenzamide, were cyclodehydrated to give 2,3,3,4‐tetrasubstituted 3,4‐dihydroisocarbo‐styrils. All of the products appeared to be new. This new method, which involves an unusual acid catalyzed cyclodehydration, is convenient and apparently quite general. Copyright © 1969 Journal of Heterocyclic Chemistry

引用

页码：83 / &

共 7 条

[1]

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[2]

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[3]

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[4]

BARNISH IT, 1968, CHEM COMMUN, V10, P564

[5]