Imidoylketene-oxoketenimine interconversion. Rearrangement of a carbomethoxyketenimine to a methoxyimidoylketene and 2-methoxy-4-quinolone

被引：79

作者：

Fulloon, BE ^{[1
]}

Wentrup, C ^{[1
]}

机构：

[1] UNIV QUEENSLAND,DEPT CHEM,BRISBANE,QLD 4072,AUSTRALIA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1996年 / 61卷 / 04期

关键词：

D O I：

10.1021/jo951832w

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

FVP of triazole 13 produces the isolable ketenimine 11 together with indole 15. 11 undergoes reversible interconversion with imidoylketene 10 above 380 degrees C. The latter cyclizes to quinolone 12. Meldrum's acid derivative 16 produces the same ketene 10 above 200 degrees C, and the latter isomerizes to ketenimine 11 at 200 degrees C by a 1,3-shift of a MeO group. A competing elimination of MeOH from 16 produces (phenylimino)propadienone 20.

引用

页码：1363 / 1368

页数：6

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