title: Rauhut-Currier type homo- and heterocouplings involving nitroalkenes and nitrodienes.
abstract: Reaction of nitroalkenes or nitrodienes with methyl vinyl ketone (MVK) or acrylate in the presence of the imidazole-LiCl catalyst system provides Rauhut-Currier (vinylogous Morita-Baylis-Hillman) adducts in moderate yield. Under similar conditions (imidazole-hydroquinone), nitroalkenes and nitrodienes undergo self-dimerization to afford the Rauhut-Currier adducts in varying yields. An alternative self-dimerization-nitro group elimination pathway in the presence tricyclohexylphosphine was observed with heteroaromatic nitroalkenes. A synthetically useful one-pot two step transformation of Rauhut-Currier adducts of nitroalkenes with MVK to 2,3-disubstituted cyclopentenones is also described.
authors: Department of Chemistry, Indian Institute of Technology Bombay, Mumbai 400 076, India.
authors: Pramod
authors: P
authors: Shanbhag
authors: Pradeep R
authors: PR
authors: Nareddy
authors: Mamta
authors: M
authors: Dadwal
authors: Shaikh M
authors: SM
authors: Mobin
authors: Irishi N N
authors: IN
authors: Namboothiri