Microwave-assisted intramolecular [2 + 2] Allenic cycloaddition reaction for the rapid assembly of bicyclo[4.2.0]octa-1,6-dienes and bicyclo[5.2.0]nona-1,7-dienes |
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Authors: | Brummond Kay M Chen Daitao |
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Institution: | Department of Chemistry, University of Pittsburgh, Pittsburgh, PA 15260, USA. kbrummon@pitt.edu |
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Abstract: | Microwave irradiation of alkynyl allenes affords an intramolecular 2 + 2] cycloaddition reaction. This cycloaddition provides an efficient route to bicyclomethylenecyclobutenes. The reaction occurs with complete regioselectivity for the distal double bond of the allene for the selective formation of a variety of hetero- and carbocyclic substrates. Bicyclo4.2.0]octadienes and bicyclo5.2.0]nonadienes have been prepared in high yield. reaction: see text] |
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