title: Three-component coupling reaction and cyclization of N-tosylimines and TMS-substituted propiolate mediated by DABCO.
abstract: A new three-component coupling reaction of methyl 3-trimethylsilylpropiolate, N-tosylimine, and tosylamide mediated by DABCO was developed. This reaction was based on the consecutive alpha- and beta-activation method of propiolate involving intramolecular silyl migration previously developed by our group. On the basis of these results, a new cyclization reaction was designed to find a chromene-forming reaction utilizing salicyl N-tosylimine as a bifunctional substrate.
authors.affiliation: Graduate School of Medicine and Pharmaceutical Sciences, University of Toyama, 2630 Sugitani, Toyama 930-0194, Japan.
authors.forename: Yuji
authors.initials: Y
authors.lastname: Matsuya
authors.forename: Kousuke
authors.initials: K
authors.lastname: Hayashi
authors.forename: Akiho
authors.initials: A
authors.lastname: Wada
authors.forename: Hideo
authors.initials: H
authors.lastname: Nemoto
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D003500:Cyclization; D007097:Imines / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D010879:Piperazines / Q000737:chemistry*; D011422:Propionates / Q000737:chemistry*; D013055:Spectrophotometry, Infrared; D014297:Trimethylsilyl Compounds / Q000737:chemistry*
chemical_list: D000480:Alkynes; D007097:Imines; D010879:Piperazines; D011422:Propionates; D014297:Trimethylsilyl Compounds; C011537:propiolic acid; C007306:triethylenediamine