A study of the gas-phase interconversion of 1-(2-aryloxyphenyl)alkaniminyl and 2-(aryliminomethyl)phenoxyl radicals
作者:Michael Black、J. I. G. Cadogan、Rino Leardini、Hamish McNab、Graham McDougald、Daniele Nanni、David Reed、Alberto Zompatori
DOI:10.1039/a800884a
日期:——
Flash vacuum pyrolysis of the allyl ethers 9–11 and of the oxime ethers 15–17 at 650 °C (5 × 10–2–5 × 10–3 Torr) generates 2-(aryliminomethyl)phenoxyl radicals 4 and 1-(2-aryloxyphenyl)alkaniminyl radicals 5 respectively which can interconvert via a spirodienyl radical leading to common products which are generally isolated in low to moderate yield. The iminyls 5 normally undergo β-cleavage leading
在650°C(5×10 –2 –5×10 –3 Torr)下对丙烯醚9-11和肟醚15-17进行快速真空热解会生成2-(芳基甲基)苯氧基4和1-(2 -分别可以经由螺二烯基互变的-芳氧基苯基)链氨基胺基5导致通常以低到中等产率分离的普通产物。亚氨基5通常在环化后经历β-切割,从而产生腈(例如21)和/或苯并呋喃(例如22)。苯氧基4表现出更复杂的行为,主要受制于氢提取过程的影响,最终导致生成产物,例如酚(例如32),吲哚27或菲啶34和35。