UNEXPECTED GENERATION AND REARRANGEMENT OF ACETYL BENZOTRIAZOLYL CARBENE

被引:4
作者
AITKEN, RA
FAIRHURST, IM
FORD, A
MILNE, PEY
RUSSELL, DW
WHITTAKER, M
机构
关键词
D O I
10.1039/c39930001517
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Flash vacuum pyrolysis of one example from a wide range of alpha-benzotriazolyl-beta-oxo phosphorus ylides results in extrusion of Bu(n)3P to give 3-acetyl-1,2,4-benzotriazine and o-cyanoacetophenone, products apparently derived from rearrangement of the initially formed title carbene, and involving in the latter case a novel 1,3-acetyl migration process.
引用
收藏
页码:1517 / 1519
页数:3
相关论文
共 37 条
[1]   POLYAZABICYCLIC COMPOUNDS .1. PRELIMINARY EXPERIMENTS ON THE BISCHLER AND THE BAMBERGER SYNTHESIS OF BENZO-1-2-4-TRIAZINES [J].
ABRAMOVITCH, RA ;
SCHOFIELD, K .
JOURNAL OF THE CHEMICAL SOCIETY, 1955, :2326-2336
[2]   ATTEMPTED ROUTES TO BENZAZETES [J].
ADGER, BM ;
KEATING, M ;
REES, CW ;
STORR, RC .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1975, (01) :41-45
[3]  
ADGER BM, 1975, J CHEM SOC PERK T 1, P45, DOI 10.1039/p19750000045
[4]  
AITKEN RA, 1990, SYNLETT, P212
[5]   FLASH VACUUM PYROLYSIS OF SULFONYL STABILIZED PHOSPHORUS YLIDES - GENERATION AND REACTIVITY OF SULFONYL CARBENES [J].
AITKEN, RA ;
DRYSDALE, MJ .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (07) :512-513
[6]   A NEW GENERAL-SYNTHESIS OF ALIPHATIC AND TERMINAL ALKYNES - FLASH VACUUM PYROLYSIS OF BETA-OXOALKYLIDENETRIPHENYLPHOSPHORANES [J].
AITKEN, RA ;
ATHERTON, JI .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (16) :1140-1141
[7]  
Aitken Rob, UNPUB
[8]   LINEAR CONJUGATED SYSTEMS BEARING AROMATIC TERMINAL GROUPS .4. SYNTHESES OF SOME DIARYLACETYLENES [J].
AKIYAMA, S ;
NAKASUJI, K ;
NAKAGAWA, M .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1971, 44 (08) :2231-+
[9]   MECHANISTIC STUDIES ON THE DEPHOSPHORYLATING YLIDE-DIKETONE REARRANGEMENT OF [(ARYLCARBONYLOXY)ALKYLIDENE]PHOSPHORANES [J].
ANDERS, E ;
CLARK, T ;
GASSNER, T .
CHEMISCHE BERICHTE-RECUEIL, 1986, 119 (04) :1350-1360
[10]  
BAMBERGER E, 1892, BER DTSCH CHEM GES, V25, P3539