Flash vacuum pyrolysis (FVP) of 2-(2-azidoethyl)-1H-indole, via a nitrene intermediate, gave two products, 2-methyl-1H-indole and quinoline. However, under the same route, FVP of 2-azido-1-(1H-indol-2-yl)ethanone produced indole, 1-(1H-indol-2-yl)ethanone, (1H-indol-2-yl)-[4-(1H-indol-2-yl)-1H-imidazol-2-yl]ethanone and it¡¦s isomer.

Flash vacuum pyrolysis (FVP) of cyclopenta-2,4-dienylidenemethylbenzene gave acenaphthylene¡Bacenaphthene and dimer¡G5a,5b,11b,11c-tetrahydrocyclobuta[1",2":3,4;4",3":3',4']dicyclopenta[1,2-a:1',2'-a']diindene¡CPyrolysis of 1-bromo-4-cyclopenta-2,4-dienylidenemethylbenzene gave acenaphthene¡Bdimer¡B5-bromoacenaphthylene and 5-bromoacenaphthene¡CPyrolysis of 2-cyclopenta-2,4-dienylidenemethyl-3-methylthiophene gave 5H-1-thia-s-indacene and 7H-1-thia-s-indacene¡Aand naphthalene¡CPyrolysis of 2-inden-1-ylidene-methyl-3-methylthiophene gave 5H-1-thiacyclopenta[b]fluorene and unidentified products¡C

Flash vacuum pyrolysis (FVP) of 1-(2-(cyclopenta-2,4-dienylidene)ethyl)benzene gave 1H-benzo[e]indene, 3H-benzo[e]indene, and fluorene. Pyrolysis of 2-cyclopentadienylidenemethyl-3-methylbenzofuran gave 1H-benzofurano[2,3-d]indene and 3H-benzofurano[2,3-d]indene. Pyrolysis of 2-cyclopentadienylidenemethylbenzofuran gave 1H-benzo[e]indene, 3H-benzo[e]indene, fluorene, 2-phenylbenzofuran, and unidentified products

Flash vacuum pyrolysis of 3-mercaptopyridine-2-carboxylic acid(74), gave 3-mercaptopyridine(83) and di-(3-pyridyl)disulfide(84). FVP of 3-hydroxy-pyridine-2-carboxylic acid(75), gave dipyrrolo[1,2-a;1',2'-d]pyrazine-5,10-dione(91). FVP of 2-hydroxypyridine-3-carboxylic acid(76), gave di-[2]-pyridylether(101) and trimer(102).

Flash Vacuum Pyrolysis of each proper precussors gave highly reactive intermediates : heteroanalogues of Benzocyclobutenoe, imino-compounds, and ketene compounds. The reactive intermediates could be used in many organic synthesis.

Flash vacuum pyrolysis(FVP) of 2-(azidoethyl)pyridine, via a nitrene intermediate, gave two products, a dimer (1,2-di(2-pyridinyl)-ethane) and a trimer (3,5-di(2-pyridyl)-pyridine). However by the same route, FVP of 1-methyl-2- (2-azidoethyl) pyrrole produced only a dimer (1,2-di(1-methylpyrrol-2-yl)ethane).

(¤@)FVP of (4-Methoxystyryl)pyridenes gave the corresponding phenol products 18 and tricyclic products 20, which all included indene structure. (¤G)FVP of ortho-Chlorostyrylarenes gave the cyclized prodccts 17, which eliminated chloro group. Photolytic study of ortho-Chlorostyrylarenes gave chloro-containing cyclized products 22.

(1)Flash vaccum pyrolysis of furo[3,2-c]pyran-4-one gave starting material, but in photolytic system we gave a isomer: furo[2,3-c]pyran-5-one. (2)Flash vaccum pyrolysis of benzoic 1,2-dimethyl-3-indoly anhydride,via a ketene intermediate,gave a dimmer.

Flash vacuum pyrolysis (FVP) of 2-azidocycloheptanone gave two products: 3,4,5,6-tetrahydro-1H-azocin-2-one and 1-hydroxy-2-oxo-4- azabicyclo[5.3.0]dec-4-ene-3-spiro-2¡¦-cycloheptanone. Flash vacuum pyrolysis of 2-[2-(4-methoxyphenyl)vinyl]benzofuran gave two products: 4-(2-benzofuran-2-ylvinyl)phenol and 1H-6-oxacyclopenta[c]fluorine.

Flash vacuum pyrolysis (FVP) of 1-azidoindene, which via a nitrene intermediate, gave some products of rearrangement¡Gquinoline¡Bisoquinoline and 1-methylene-1H-isoindole¡CUnder pyrolytic conditions, 3-(4-methoxystyryl)thiophene could get a radical intermediate and gave 3-(4-hydroxystyryl)thiophene, or it gave contractive tricyclic compounds which having signals on spectrum but inseparable, like as indene structures.