Methyl 4,6-dichloro-3-diethylaminofuro[3,4-c]pyridine-1-carboxylate: Synthesis of the first stable azaisobenzofuran by a Hamguchi-Ibata reaction

Authors
Sarkar, TK Ghosh, SK Nandy, SK Chow, TJ
Citation
Tk. Sarkar et al., Methyl 4,6-dichloro-3-diethylaminofuro[3,4-c]pyridine-1-carboxylate: Synthesis of the first stable azaisobenzofuran by a Hamguchi-Ibata reaction, TETRAHEDR L, 40(2), 1999, pp. 397-398
Citations number
14
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
2
Year of publication
1999
Pages
397 - 398
Database
ISI
SICI code
0040-4039(19990108)40:2<397:M4S>2.0.ZU;2-E
Abstract
The title compound, an intermediate in the Hamaguchi-Ibata reaction involvi ng the Rh-II-catalysed intramolecular reaction of a diazo group with the ca rbonyl of an adjacent amido group has been isolated and characterized. PM3 calculations reveal the heat of formation(Delta H-f) of this remarkably sta ble molecule to be -77.69 kcal/mol. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.