TETRASUBSTITUTED FURANS FROM NOVEL [3-PHOTOCYCLOADDITION OF CONJUGATED ACETYLENIC ALPHA-DIKETONES WITH ALKENES(2])

Authors
MUKHERJEE AK AGOSTA WC
Citation
Ak. Mukherjee et Wc. Agosta, TETRASUBSTITUTED FURANS FROM NOVEL [3-PHOTOCYCLOADDITION OF CONJUGATED ACETYLENIC ALPHA-DIKETONES WITH ALKENES(2]), Journal of the Chemical Society, Chemical Communications, (16), 1994, pp. 1821-1822
Citations number
20
Categorie Soggetti
Chemistry
Journal title
Journal of the Chemical Society, Chemical Communications → ACNP
ISSN journal
00224936
Issue
16
Year of publication
1994
Pages
1821 - 1822
Database
ISI
SICI code
0022-4936(1994):16<1821:TFFN[O>2.0.ZU;2-#
Abstract
Photocycloaddition of ketones 1a-c with tetramethylethylene 2 furnishe s tetrasubstituted furans 3a-c in isolated yields of approximate to 85 %; a suggested mechanism for formation of 3a involves [3 + 2] cycloadd ition by way of an initial biradical 5 to form an intermediate carbene 6, followed by cyclization to the furan.