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https://hdl.handle.net/10316/4999
Title: | Microwave-assisted generation and reactivity of aza- and diazafulvenium methides: heterocycles via pericyclic reactions | Authors: | Soares, Maria I. L. Melo, Teresa M. V. D. Pinho e |
Keywords: | Azafulvenium methide; Diazafulvenium methide; Pyrrole; Pyrazole; Sigmatropic [1,8]H shifts; 1,7-Electrocyclization; [8[pi]+2[pi]] Cycloaddition | Issue Date: | 2008 | Citation: | Tetrahedron Letters. 49:33 (2008) 4889-4893 | Abstract: | Azafulvenium methides and diazafulvenium methides have been generated under microwave irradiation from 2,2-dioxo-1H,3H-pyrrolo[1,2-c]thiazoles and 2,2-dioxo-1H,3H-pyrazolo[1,5-c]thiazoles, respectively. Pericyclic reactions of these 1,7-dipole intermediates, namely, sigmatropic [1,8]H shifts, 1,7-electrocyclization or [8[pi]+2[pi]] cycloaddition led to the synthesis of a range of pyrrole and pyrazole derivatives. The first evidence for the azafulvenium methides by intermolecular trapping via [8[pi]+2[pi]] cycloaddition is reported. | URI: | https://hdl.handle.net/10316/4999 | DOI: | 10.1016/j.tetlet.2008.06.013 | Rights: | openAccess |
Appears in Collections: | FCTUC Química - Artigos em Revistas Internacionais |
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