A simple and general synthesis of 4-oxo-4, 5, 6, 7-tetrahydroindoles via a novel intramolecular 1, 3-dipolar cycloaddition approach
DR Hutchison, NK Nayyar, MJ Martinelli
Index: Hutchison, Darrell R.; Nayyar, Naresh K.; Martinelli, Michael J. Tetrahedron Letters, 1996 , vol. 37, # 17 p. 2887 - 2890
Full Text: HTML
Citation Number: 13
Abstract
A general synthesis of 4-keto-4, 5, 6, 7-tetrahydroindoles 6–12 has been achieved in two steps using a new intramolecular 1, 3-dipolar cycloaddition approach in moderate yields (45– 60%). The potential of this methodology is demonstrated by the synthesis of a mitomycin skeleton (15) and a topoisomerase-1 inhibitor skeleton (17).
Related Articles:
[Montalban, Antonio Garrido; Baum, Sven M.; Cowell, Justin; McKillop, Alexander Tetrahedron Letters, 2012 , vol. 53, # 33 p. 4276 - 4279]
Microwave-assisted synthesis of tetrahydroindoles
[Piras, Leonarda; Ghiron, Chiara; Minetto, Giacomo; Taddei, Maurizio Tetrahedron Letters, 2008 , vol. 49, # 3 p. 459 - 462]
Microwave-assisted synthesis of tetrahydroindoles
[Piras, Leonarda; Ghiron, Chiara; Minetto, Giacomo; Taddei, Maurizio Tetrahedron Letters, 2008 , vol. 49, # 3 p. 459 - 462]
[Nayyar, Naresh K.; Hutchison, Darrell R.; Martinelli, Michael J. Journal of Organic Chemistry, 1997 , vol. 62, # 4 p. 982 - 991]
A FACILE SYNTHESIS OF 4-HYDROXYINDOLE VIA ELECTROCHEMICAL OXIDATIVE C–C COUPLING
[Torii, Sigeru; Uneyama, Kenji; Onishi, Takashi; Fujita, Yoshiji; Ishiguro, Michihiro; Nishida, Takashi Chemistry Letters, 1980 , p. 1603 - 1604]