- Copper-catalyzed aerobic aliphatic C-H oxygenation directed by an amidine moiety
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A method for the oxygenation of tertiary C-H bonds of N-alkylamidines and N-(2-alkylaryl)amidines is described that utilizes the CuBr?SMe 2/2,2′-bipyridine catalytic system under an O2 atmosphere and provides dihydrooxazoles and 4H-1,3-benzoxazines. The oxygen atom is incorporated from atmospheric molecular oxygen during the present process.
- Wang, Yi-Feng,Chen, Hui,Zhu, Xu,Chiba, Shunsuke
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p. 11980 - 11983
(2012/09/08)
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- Copper-catalyzed selective benzylic C-O cyclization of N-o-tolylbenzamides: Synthesis of 4 H-3,1-benzoxazines
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A novel Selectfluor-mediated copper-catalyzed highly selective benzylic C-O cyclization for the synthesis 4H-3,1-benzoxazines is reported. The predominant selectivity for a benzylic C(sp3)-H over an aromatic C(sp 2)-H bond in N-o-tolylbenzamides is achieved.
- Li, Yan,Li, Zhongshu,Xiong, Tao,Zhang, Qian,Zhang, Xiangyang
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supporting information; experimental part
p. 3522 - 3525
(2012/08/08)
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- Synthesis of benzoxazines, 3,4-dihydroquinazolines and quinazolinethiones
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Reaction of aldehydes, ketones, imines and isothiocyanates with N-(2-bromophenyl) ethylimidates 1a in presence of lithium, is considered as an original route to 4H-3,1-benzoxazines, 3,4-dihydroquinazolines and 4(3H)-quinazolinethiones.
- El Efrit,Hajjem,Zantour,Baccar
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p. 3167 - 3173
(2007/10/03)
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- A novel approach to the synthesis of 4H-1,3-benzoxazines
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Imidates of type 1 react with organometallic reagents to give 4H-3,1-benzoxazines 2 in good yield. Synthetic considerations and spectroscopic details are discussed.
- Hajjem,Chihi,Baccar
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p. 295 - 307
(2007/10/02)
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- A Convenient Synthesis of Substituted Quinolines by Thermal Electrocyclic Rearrangement of o-Vinyl Anils under Nonacidic Conditions
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Anils 8a-g (Table II) underwent smooth rearrangement and oxidation to the quinolines 9a-g at 155-200 deg C via formation of the 2-3 carbon-carbon bond.These cyclizations proceeded in high yields under nonacidic conditions.It was often possible to prepare
- Qiang, Lin Guo,Baine, Neil H.
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p. 4218 - 4222
(2007/10/02)
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- A CONVENIENT SYNTHESIS OF SUBSTITUTED QUINOLINES BY THERMAL OR PHOTOCHEMICAL ELECTROCYCLIC REARRANGEMENT OF o-VINYL IMIDATES UNDER NON-ACIDIC CONDITIONS.
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Imidates 4a-e, Table 1, were prepared by treatment of amides 3a-e with Et3O(1+)BF4(1-) in the presence of excess Na2HPO4.These underwent smooth rearrangement to quinolines 5a-e by thermal or photochemical activation.
- Qiang, Lin Guo,Baine, Neil H.
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p. 3517 - 3520
(2007/10/02)
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- Intramolecular Cyclisation Using Methyl(bismethylthio)sulphonium Salts. Part 3. Synthesis of 3,1-Benzoxazines.
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The reaction of methyl(bismethylthio)sulphonium hexachloroantimonate (1) with 2-benzamido-, 2-acetamido-, and 2-phenylacetamido-1-isopropenylbenzene (2) - (4) leads to methylthio-functionalized 3,1-benzoxazine derivatives (8) - (10).The structures of the
- Capozzi, Giuseppe,Ottana, Rosaria,Romeo, Giovanni,Valle, Giovanni
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p. 1801 - 1833
(2007/10/02)
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