Flash Pyrolysis – Synthetic and Mechanistic Aspects

Some examples of synthetically useful flash pyrolysis reactions are presented, and the reaction mechanisms are discussed. Cyanocyclopentadienes, -indenes, and -pyrroles are produced by pyrolysis of the appropriate triazoloarenes or isatins, or as the end products of carbene-nitrene rearrangements....

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Main Author: Curt Wentrup
Format: Article
Language:deu
Published: Swiss Chemical Society 1977-07-01
Series:CHIMIA
Online Access:https://www.chimia.ch/chimia/article/view/9356
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author Curt Wentrup
author_facet Curt Wentrup
author_sort Curt Wentrup
collection DOAJ
description Some examples of synthetically useful flash pyrolysis reactions are presented, and the reaction mechanisms are discussed. Cyanocyclopentadienes, -indenes, and -pyrroles are produced by pyrolysis of the appropriate triazoloarenes or isatins, or as the end products of carbene-nitrene rearrangements. Fulvenallene is formed from benzocyclopropene, phthalide, phenyldiazomethane, 7-norbornadienyl acetate, and other precursors. Cyclopropa[b]naphthalene and cyclopropa[b]-1,6-methano 10]-annulene yield 2-ethynylindene and acenaphthene, respectively. α-Coumaranone yields fulvene. Pyrido- and pyrimido[2,1-a]isoindoles are obtained by carbene-carbene rearrangements, starting from v-triazolo[1,5-a]-azines. The pyrolysis of 5-aryltetrazoles leads to diazocompounds, triazoloazines, or carbenes. 2,5-Diaryltetrazoles give indazoles or fluorenes, also obtainable from 2,4-diaryl-1,3,4-oxa-diazolin-5-ones. Arylacetylenes, five- and six-membered hetaryl-acetylenes, isocyanamines, and ketenimines are formed by pyrolysis of appropriately 4-substituted isoxazol-5-ones.
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spelling doaj-art-979f5585c6fa4e21af30909b0f0214f52025-08-20T02:20:26ZdeuSwiss Chemical SocietyCHIMIA0009-42932673-24241977-07-0131710.2533/chimia.1977.258Flash Pyrolysis – Synthetic and Mechanistic AspectsCurt Wentrup0Fachbereich Chemie der Universität Marburg, BRD Some examples of synthetically useful flash pyrolysis reactions are presented, and the reaction mechanisms are discussed. Cyanocyclopentadienes, -indenes, and -pyrroles are produced by pyrolysis of the appropriate triazoloarenes or isatins, or as the end products of carbene-nitrene rearrangements. Fulvenallene is formed from benzocyclopropene, phthalide, phenyldiazomethane, 7-norbornadienyl acetate, and other precursors. Cyclopropa[b]naphthalene and cyclopropa[b]-1,6-methano 10]-annulene yield 2-ethynylindene and acenaphthene, respectively. α-Coumaranone yields fulvene. Pyrido- and pyrimido[2,1-a]isoindoles are obtained by carbene-carbene rearrangements, starting from v-triazolo[1,5-a]-azines. The pyrolysis of 5-aryltetrazoles leads to diazocompounds, triazoloazines, or carbenes. 2,5-Diaryltetrazoles give indazoles or fluorenes, also obtainable from 2,4-diaryl-1,3,4-oxa-diazolin-5-ones. Arylacetylenes, five- and six-membered hetaryl-acetylenes, isocyanamines, and ketenimines are formed by pyrolysis of appropriately 4-substituted isoxazol-5-ones. https://www.chimia.ch/chimia/article/view/9356
spellingShingle Curt Wentrup
Flash Pyrolysis – Synthetic and Mechanistic Aspects
CHIMIA
title Flash Pyrolysis – Synthetic and Mechanistic Aspects
title_full Flash Pyrolysis – Synthetic and Mechanistic Aspects
title_fullStr Flash Pyrolysis – Synthetic and Mechanistic Aspects
title_full_unstemmed Flash Pyrolysis – Synthetic and Mechanistic Aspects
title_short Flash Pyrolysis – Synthetic and Mechanistic Aspects
title_sort flash pyrolysis synthetic and mechanistic aspects
url https://www.chimia.ch/chimia/article/view/9356
work_keys_str_mv AT curtwentrup flashpyrolysissyntheticandmechanisticaspects