- Carbene-catalyzed LUMO activation of alkyne esters for access to functional pyridines
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A carbene-catalyzed LUMO activation of α,β-unsaturated alkyne esters is reported. This catalytic process allows for effective reactions of alkyne esters with enamides to synthesize functional pyridines via simple protocols. A previously unexplored unsaturated alkyne acyl azolium intermediate is involved in the key step of the reaction.
- Mou, Chengli,Wu, Jichang,Huang, Zhijian,Sun, Jun,Jin, Zhichao,Chi, Yonggui Robin
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supporting information
p. 13359 - 13362
(2017/12/26)
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- α-Bromo-β,γ-unsaturated ketenes for the synthesis of α-benzylamino-β,γ-unsaturated acids
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The synthesis of α-benzylamino-β,γ-unsaturated acids has been developed starting from α-bromo-α,β-unsaturated chlorides. Via treatment of the acyl chlorides with (R)-pantolactone in the presence of TEA, the in situ formation of the deconjugated ketenes and their direct transformation into chiral esters was performed. The substitution of bromine with benzylamine, followed by acid hydrolysis, allowed to us obtain enantiomerically enriched α-benzylamino-β,γ-unsaturated acids.
- Cardillo, Giuliana,Fabbroni, Serena,Gentilucci, Luca,Perciaccante, Rossana,Tolomelli, Alessandra
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p. 593 - 601
(2007/10/03)
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- Iodide-catalysed cyclization of unsaturated N-chloroamines: A new way to synthesise 3-chloropiperidines
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Tetrabutylammonium iodide is a very efficient catalyst for the cyclization of unsaturated N-chloroamines. The catalysis seems to proceed through N-iodoamine intermediates, which act as a source of iodonium ions. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.
- Noack, Michael,Goettlich, Richard
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p. 3171 - 3178
(2007/10/03)
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- Synthesis of the Substituted Z-1-Bromo-1-alkenes and Arylacetylenes from 2,3-Dibromocarboxylic Acids
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Stereoselectivity was studied of simultaneous debromination-decarboxylation of dibrominated cinnamic and acrylic acids. The best selectivity in formation of Z-vinyl bromides was achieved with the use of organic nitrogen bases. The 1-bromo-1-alkenes were converted into the corresponding acetylenes.
- Matveeva,Erin,Kurz
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p. 1065 - 1067
(2007/10/03)
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- Nematicidal alkenanilides
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A method is described for the control of nematodes in agricultural crops which comprises applying to the situs of infestation a nematicidal composition containing as active ingredient a compound of the formula STR1 wherein R1 and R2 are hydrogen, lower alkyl, or halogen, X is hydrogen or halogen, n is 1 or 2, Y is hydrogen, lower alkyl, halogen, trifluoromethyl, lower alkoxy, lower alkylthio, and nitro when n is 1, and halogen when n is 2, with the proviso that at least 1 of R1, R2, and X must be halogen. Preparation of active ingredient compounds is described, and nematicidal utility of compositions is exemplified.
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- A New Route for the Synthesis of Coumarins, Thiacoumarins and Carbostyrils
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3-Arylcarbostyrils, coumarins and thiacoumarins (3) have been prepared from the respective β-aryl-α-bromodihydrocinnamoyl derivatives (2) by treatment with AlCl3.The β,β-diarylacrylic acid derivatives (4) and (9), obtained from 2, on reaction with AlCl3 afford 4-arylcarbostyrils (5) 6-methyl-4-phenylthiacoumarin (10) respectively.However the oxygen analogs (11) give 3,3-diphenyl-1-indanone (12)
- Natarajan, M.,Ramakrishnan, V. T.
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p. 720 - 727
(2007/10/02)
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