Activator free diastereoselective 1,3-dipolar cycloaddition: a quick access to coumarin based spiro multi
Nagender Thadem1,2, Manda Rajesh1, Saibal Das1,2
1Department of Organic Synthesis & Process Chemistry, CSIR-Indian Institute of Chemical Technology (CSIR-IICT) Hyderabad 500007 India saibal@iict.res.in +91 40 2719 1887.
Abstract:
A formal diastereoselective 1,3-dipolar cycloaddition of azomethine ylide and coumarin derivatives to construct coumarin based spiro multi heterocyclics has been described. The in situ generation of azo-ylide was achieved for various heterocyclic carbonyls (indenoquinoxaline and isatin). This transformation is also suitable for maleimide dipolarophiles for the synthesis of hydro-maleimide derivatives. These decarboxylative annulations neither required any catalyst nor any activator. Further the pure products were isolated by filtration from the reaction mixture after the reaction under ambient conditions.
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