INTRAMOLECULAR NITRENE INSERTIONS INTO AROMATIC AND HETEROAROMATIC RINGS. PART 8. FLASH VACUUM PYROLYSIS OF 2-AZIDOBENZYLPYRIDINES
Flash vacuum pyrolysis of 2-azidobenzylpyridines (9)-(11) at temperatures from 350 to 700 deg C gave mixtures of benzonaphthyridines and their dihydro derivatives as major products.The 3-pyridyl derivative (10) also gave 2-(3-cyanoprop-1-enyl)indole (19).Benzonaphthyridines were also obtained by pyrolysis of 2-aminophenyl(x-pyridyl)methanols (4), (5), and (6), .Treatment of the azides (9)-(11) with aluminium chloride gave the corresponding 2-amino-5-chlorobenzylpyridines (21)-(23).The mechanism of the reaction is discussed.
Hicks, Martin G.,Jones, Gurnos.,York, David C.
p. 69 - 76
(2007/10/02)
EXPANSION OF A PYRIDINE RING BY A NITRENE
Pyrolysis of 2-(o-azidobenzyl)pyridine (3) gives 3H-1,2-diazepinoindole (5), in which the intermediate nitrene has expanded the pyridine ring.
Jones, Gurnos,York, David C.
p. 489 - 490
(2007/10/02)
Pyrolysis of 2 (2 azidobenzoyl)pyridine and 3 (2 pyridyl) 2,1 benzisoxazoles. Preparation and chemistry of some pyrido[1,2 b]cinnolin 6 ium hydroxide inner salts
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Ning,Chen,Sternbach
p. 125 - 134
(2007/10/04)
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