An atom-economic green approach: oxidative synthesis of functionalized 1, 4-dihydropyridines from N, N-dimethylenaminones and amines. Issue 6 (4th February 2015)

• Record Type: Journal Article
• Authors: Yu, Fu-Chao; Zhou, Bei; Xu, Hui; Chang, Kwen-Jen; Shen, Yuehai
• Is Part Of: Tetrahedron letters. Volume 56:Issue 6(2015)
• Page Start: 837
• Page End: 841
• Publication Date: 2015-02-04
• Subjects: XEITUWWVBZTLKN-UHFFFAOYSA-N -- ZGKSMRCTOHSIHJ-UHFFFAOYSA-N -- YVONABMHNALXEK-UHFFFAOYSA-N -- LYNVJLFBEYMCME-UHFFFAOYSA-N -- JRELSEUZYAWCMF-UHFFFAOYSA-N -- RIJVISFJWMFKCH-UHFFFAOYSA-N -- RBVUPDBYIKRSCZ-UHFFFAOYSA-N -- FKWMUKAWDCQSFB-UHFFFAOYSA-N -- ZWQVBPCGXXTFJX-UHFFFAOYSA-N -- YEBXUPSWCHXFHI-UHFFFAOYSA-N -- SCFWDYQLRBMGLF-UHFFFAOYSA-N -- OALOLBQHAPQHRF-UHFFFAOYSA-N -- UCSLECVGHMIVIO-UHFFFAOYSA-N -- PYTZNLNDXKYBRK-UHFFFAOYSA-N -- WHSZJOUKCLTDHD-UHFFFAOYSA-N -- QSBKEQMRYLYLTN-UHFFFAOYSA-N -- ISXXFUUXCOQWHV-UHFFFAOYSA-N -- XNLRXEWCKXYMJX-UHFFFAOYSA-N -- LEGRBRVIVUUJQE-UHFFFAOYSA-N -- DVOMAEXNNAOJKV-UHFFFAOYSA-N -- FZMIIKBPMREJJK-UHFFFAOYSA-N -- BUNMJOREVQKWQZ-UHFFFAOYSA-N -- UXYACDRZXHMDHG-UHFFFAOYSA-N -- AKGWAAAXAJVDMW-UHFFFAOYSA-N -- RUCUEYJCGGFWCW-UHFFFAOYSA-N -- RWIWSSIRIVJMLS-UHFFFAOYSA-N -- YBGWIZMPEWEKFG-UHFFFAOYSA-N -- DBUYHZWTLRUJJB-UHFFFAOYSA-N -- AFLOWKLLLWFKAK-UHFFFAOYSA-N -- ITTBBYJQBIALJW-UHFFFAOYSA-N -- KSBXDXKJFPOYRJ-UHFFFAOYSA-N -- ISJOWRJAVRRNQC-UHFFFAOYSA-N -- GJDRAQNPYQMDFR-UHFFFAOYSA-N; 1, 4-Dihydropyridines (1, 4-DHPs) -- N, N-Dimethylenaminones -- Oxidative condensation -- Oxone -- Atom-economic green approach; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2014.12.118
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: We report the first oxidative condensation between N, N -dimethylenaminones with amines to form 1, 4-dihydropyridines in moderate to good yields, promoted by oxone and trifluoroacetic acid in PEG-400. This reaction features an unusual oxidation of in situ formed dimethylamine to efficiently provide the 4-methylene of 1, 4-dihydropyridines, and a highly environment-friendly reaction condition.