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Furochromone-isatin conjugates via an uncatalyzed diastereoselective [4 + 1] cycloaddition/tautomerization/Friedel-Crafts hydroxyalkylation domino reaction.
- Source :
-
Tetrahedron . Jan2017, Vol. 73 Issue 3, p262-271. 10p. - Publication Year :
- 2017
-
Abstract
- A series of diverse polycyclic heterocycles containing 3-hydroxyoxindole, and alkyliminofurochromone fused rings have been synthesized through the uncatalyzed Friedel-Crafts hydroxyalkylation of 3-(alkylamino)-9 H -furo [3,4-b]chromen-9-ones generated in situ by the [4 + 1] cycloaddition/tautomerization of alkyl isocyanides and 3-formylchromones with isatin derivatives. The method is simple and provides a new class of pharmacologically important furochromone-isatin conjugates in moderate to good yields. The products bearing two contiguous stereogenic centers and one stereogenic group were obtained in excellent diastereoselectivities. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 00404020
- Volume :
- 73
- Issue :
- 3
- Database :
- Academic Search Index
- Journal :
- Tetrahedron
- Publication Type :
- Academic Journal
- Accession number :
- 120320349
- Full Text :
- https://doi.org/10.1016/j.tet.2016.12.010