FLASH VACUUM PYROLYSIS OF 2-DIAZO-8-OXABICYCLO[3.2.1]OCT-6-EN-3-ONES - A NEW METHOD FOR THE PREPARATION OF PROPADIENONES

被引：8

作者：

BRAHMS, JC ^{[1
]}

DAILEY, WP ^{[1
]}

机构：

[1] UNIV PENN,DEPT CHEM,PHILADELPHIA,PA 19104

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 10期

关键词：

D O I：

10.1016/S0040-4039(00)88811-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

When diazoketones 3a and 3b are pyrolysed at 430°C and 10-4 torr, they undergo loss of N2 followed by Wolff rearrangement and loss of furan by retro Diels-Alder reaction to yield the desired propadienones 1(a,b). If argon is added to the pyrolysate mixture, these reactive compounds can be trapped under matrix isolation conditions at 22 K and observed by FTIR. Upon photolysis, 1b yields carbon monoxide and 2-butyne. © 1990.

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页码：1381 / 1384

页数：4

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