Reaction of aromatic N-oxides with dipolarophiles. XIV. Inverse-type cycloaddition of pyridine N-oxides with 1,4-epoxy-1,4-dihydronaphthalene and its mechanistic aspects.
نویسندگان
چکیده
منابع مشابه
REACTIVITY OF N-SUBSTITUTED p-BENZO AND p-NAPHTHOQUINONEIMINE N-OXIDES TOWARD DIPOLAROPHILES
The dipolar cycloaddition reactivity of N-(1-naphthy1)-1,4- benzoquinoneimine N-oxide and N-phenyl-1,4- naphthoquinoneimine Noxide are investigated, The latter gives the expected adducts with common dipolarophiles such as acrylonitryle, methyl methacrylate, dimethylacetylene dicarboxylate and N-phenylmaleimide. The reactivity of the former nitrone is found to be minimal. It undergoes, how...
متن کاملSynthetic and mechanistic aspects of the regioselective base-mediated reaction of perfluoroalkyl- and perfluoroarylsilanes with heterocyclic N-oxides.
The scope and mechanistic implications of the direct transformation of heterocyclic N-oxides to 2-trifluoromethyl-, and related perfluoroalkyl- and perfluoroaryl-substituted N-heterocycles has been studied. The reaction is effected by perfluoroalkyl- and perfluorophenyltrimethylsilane in the presence of strong base. In situ displacement of the para-fluoro substituent in the pentafluorophenyl ri...
متن کامل1,3-Dipolar Cycloaddition Reaction of Nitrile Oxides to Isatin Imines
A<span style="font-size: 10.0pt; font-family: 'Times New Roman','serif'; mso-fareast-font-family: 'Times New Roman'; mso-ansi-language: EN-US; mso-fareast-language: EN-US; mso-bidi-language: AR-...
متن کاملAlpha-oximono-esters as precursors to heterocycles--generation of oxazinone N-oxides and cycloaddition to alkene dipolarophiles.
Preparation of a series of terminally and internally substituted delta-alkenyl and delta-alkynyl esters 6, 7 and 9, potential precursors to oxazin-2-one nitrones, has been attempted. Condensation between pyruvic or benzoylformic acid and the appropriate alcohol proceeded smoothly in some cases whilst allylic transposition was a major feature in other cases--most especially during reactions with...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
ژورنال
عنوان ژورنال: Chemical and Pharmaceutical Bulletin
سال: 1990
ISSN: 0009-2363,1347-5223
DOI: 10.1248/cpb.38.605