- Photochemistry of 1,3-bis(diazo)indan-2-one: Consecutive decomposition and suppression of a Wolff rearrangement
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The photodecomposition processes of 1,3-bis(diazo)indan-2-one (19) have been investigated by the characterization of reaction products in fluid solutions and by the direct observation of reactive intermediates in matrices at cryogenic temperatures. Irradi
- Murata, Shigeru,Yamamoto, Tsuneyoshi,Tomioka, Hideo
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- Approach to Chiral 1-Substituted Isoquinolone and 3-Substituted Isoindolin-1-one by Addition-Cyclization Process
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An approach to access 1-substituted isoquinolones has been developed through the addition-cyclization of imines with Grignard reagents in the presence of 2,2′-dipyridyl. A number of substituted aromatic magnesium reagents were amenable to this process, and the desired products were obtained with excellent yields and outstanding diastereoselectivities (dr > 99:1). The utility of this convenient approach is demonstrated by the formal synthesis of (S)-cryptostyline II. Moreover, N-methylmorpholine (NMM) was found to be an effective additive for the formation of 3-substituted isoindolin-1-ones using one-pot addition-cyclization-deprotection of imine with Grignard reagents.
- Zhou, Wen,Zhang, Yan-Xue,Nie, Xiao-Di,Si, Chang-Mei,Sun, Xun,Wei, Bang-Guo
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p. 9879 - 9889
(2018/07/09)
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- Sigmatropic rearrangement of ammonium ylideskey step in the synthesis of methyl 2-formylphenyl acetate
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N-Cyanomethyl-N,N-dimethyl-N-(-methoxycarbonyl)benzylammonium salts 5 were synthesized and treated with different base/solvent systems, giving the products of sigmatropic rearrangements [2,3] 7 and [1,2] 8. In reactions carried out in liquid ammonia, [2,3] rearrangement definitively prevailed. Pure 7(or mixture of 7 and 8) were deprotected to afford methyl 2-formylphenyl acetate (9) in good yield.
- Kowalkowska, Anna,Jonczyk, Andrzej
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p. 3308 - 3317
(2011/09/21)
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- Methyl α-arylacrylates substituted by a heterocyclic radical and their use
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Methyl α-arylacrylates substituted by a heterocyclic radical and having the general formula STR1 where R is alkyl, alkenyl, haloalkyl, cycloalkyl, alkoxy, alkylcarbonyl, alkoxycarbonyl, halogen or aryl, the aromatic ring being unsubstituted or substituted, Het is a five-membered heteroaromatic ring which is unsubstituted or substituted and has from one to three heteroatoms, and A is ethenylene, ethylene, methyleneoxy or methylenethio, and fungicides and pesticides containing these compounds.
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- PROSTANOIDS. SYNTHESIS OF &α-PENTANORBENZO ANALOGS OF PROSTAGLANDINS
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The α-pentanorbenzo analogs of prostaglandins were synthesized from o-formylphenylacetic acid, which was obtained by the ozonization of indene under specific conditions.
- Miftakhov, M. S.,Akbutina, F. A.,Tolstikov, A. G.,Anpilogov, A. P.,Tolstikov, G. A.
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p. 2258 - 2263
(2007/10/02)
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