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ChemInform Abstract: [4 + 2 + 1] Domino Cyclization in Water for Chemo- and Regioselective Synthesis of Spiro-Substituted Benzo[b]furo[3,4-e][1,4]diazepine Derivatives
- Source :
- ChemInform. 42
- Publication Year :
- 2011
- Publisher :
- Wiley, 2011.
-
Abstract
- New regio- and chemoselective [4+2+1] domino cyclization consisting of the formation of two spiro rings and five σ bonds has been developed for the synthesis of spiro-substituted benzo[b]furo[3,4-e][1,4]diazepine derivatives. The reaction is a multicomponent domino green process and can be readily performed by reacting inexpensive starting materials of benzene-1,2-diamines, tetronic acid and 2,2-dihydroxy-2H-indene-1,3-dione in aqueous solution under microwave irradiation. The present synthesis shows attractive characteristics, such as the use of water as reaction media, convenient one-pot operation, short reaction periods of 10–18 min and reduced waste production without the use of any strong acids or metal promoters. This synthesis serves as a nice addition to GAP (Group-Assistant-Purification) chemistry in which purificationviachromatography and recrystallization can be avoided, and the pure products were obtained simply by washing the crude products with 95% EtOH.
Details
- ISSN :
- 09317597
- Volume :
- 42
- Database :
- OpenAIRE
- Journal :
- ChemInform
- Accession number :
- edsair.doi...........8daeeeb03bce2c0325040e4079de17cf
- Full Text :
- https://doi.org/10.1002/chin.201152176