Synthese de derives indoliques, d'oxazoles et de quinolones par thermolyse d'enaminoesters cycliques a cinq et six chainons
Flow pyrolysis of cyclic enaminoesters 1-9 provides various heterocyclic compounds resulting from intramolecular thermal rearrangement of intermediate iminoketenes generated in the first reaction step.The thermal behaviour of these cyclic enaminoesters is
Grosdemange-Pale, Catherine,Chuche, Josselin
p. 644 - 649
(2007/10/02)
THERMOLYSE COMPAREE D'ENAMINOESTERS CYCLIQUES A CINQ ET SIX CHAINONS : SYNTHESE DE TETRAHYDROINDOLES ET D'OXAZOLES
The thermal behaviour of cyclic enaminoesters 1a-d shows a divergence of chemioselectivity as a function of ring size : six and five ring derivatives lead respectively to tetrahydroindoles (3a,b and 4a,b) and oxazole (5c,d).These results may be rationalized by geometrical constraints during the electrocyclisation of intermediate azomethine ylides 5.
Grosdemange-Pale, Catherine,Chuche, Josselin
p. 6183 - 6184
(2007/10/02)
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