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For a preliminary report, see: (b), Org. Lett, vol.179, 1151. ,
CuCl 2 (20 mol %), no ligand, atm) Na 2 CO 3 (2 equiv.), pyridine (2 equiv.), toluene, p.70 ,
CuCl 2 . 2H 2 O (10 mol %), no ligand, under air Na 2 CO 3 (2 equiv.), toluene, p.100 ,
CuI (1 equiv.), no ligand KHMDS (1 equiv ,
atm) 4A molecular sieves, CH 2 Cl 2, rt, X = BF 3 K until here: cross-coupling reactions described at the time our work was developed 192 For leading references, see: (a) Méndez, CuCl 2 .2H 2 O (15 mol%, p.2 ,
901. 193 For leading references, see: (a) Trost, J. Am. Chem. Soc. Organometallics B. M.; Lee. D. C.; Rise, F Tetrahedron Lett, vol.123, issue.123, pp.11863-11878, 1989. ,
Enantioselective Cycloisomerization of 1,6-Enynes Catalyzed by Chiral Diphosphane???Palladium Complexes, Angewandte Chemie International Edition in English, vol.35, issue.6, pp.662-121, 1996. ,
DOI : 10.1002/anie.199606621
195 For leading references, see: (a) Miyanohana, J. Am. Chem. Soc. J. Am. Chem. Soc. Org. Lett, vol.126, issue.8, pp.47-15592, 2004. ,
196 For leading references, see: (a), For reviews on cycliosomerization of 1,n-enynes, using only gold, see: (a) Jiménez-Núñez, pp.4981-10180, 0197. ,
Using platinum and gold, see: (b) Using silver and gold, Using numerous metals, see: (e) Aubert, pp.2271-2306, 1026. ,
204 For some mechanistic insights, Proc. Natl. Acad. Sci. U. S. A. J. Am. Chem. Soc. J. Org. Chem. Angew. Chem. Int. Ed. J. Am. Chem. Soc, vol.100, issue.67, pp.205-5197, 2000. ,
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41, 4563. 257 It is a well established fact that solvent effects can significantly increase reaction rates/ concertedness of transition states. For some reports on this influence, see: (a), Chem. Soc. Angew. Chem., Int. Ed. Org. Lett. Science J. R, vol.131, pp.448-295, 2002. ,
Sequential catalytic process: synthesis of quinoline derivatives by AuCl3/CuBr-catalyzed three-component reaction of aldehydes, amines, and alkynes, Tetrahedron, vol.64, issue.12, p.2755, 2008. ,
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62 (d, J = 1072 (s, 3H, OCH 3 ), 3.68 (s, 3H, OCH 3 ), 3.66 (s, 3H, OCH 3, pp.4-41 ,
67 (s, 3H, OCH 3 ), 3.65 (s, 3H, OCH 3, pp.63-65 ,
68 (d, J = 1072 (s, 3H, OCH 3 ), 3.70 (s, 3H, OCH 3, Minor diasteroisomer: 5.73 (ddd 1H, CH 2 CH=), 2.65 (d, J = 13.8Hz, 1H, CH 2 ), 2.29 (d, J = 13.8Hz, 1H, CH 2 ), 2.24-2.17 (m, 1H, CH-octahydro-benzofuran ring), 2.17 (td, J = 2.0Hz, J = 17.7Hz, 1H, CH 2 CH=), pp.95787666-95787667 ,
70 (s, 3H, OCH 3 ), 2.64 (d, J = 15.3Hz, 1H, CH 2 ) (q, J = 4.1Hz, 1H, CH), pp.713277-713278 ,
OCH-THF ring), 76.6 (Cq, C-O-THF ring), 52.0 (Cq), 45.5 (CH), pp.172-176 ,
77 (s, 3H, OCH 3 ), 3.74 (s, 3H, OCH 3 ), 3.16 (ddd, J = 1, dd, J = 2.7Hz, J = 19.2Hz, 1H, CH 2 CH=), pp.7-13 ,
77 (m, 2H, OCH 2 -THFring), 3.74 (s, 3H, OCH 3 ), 3.70 (s, 3H, OCH 3, pp.4-25 ,
06 (br s, 1H, CH-Ar), 6.99 (t, J = 7.4Hz, 1H, CH- Ar), 4.00 (br s, 2H, 3 ), 3.22 (s, 3H, NCH 3 ), 2.21 (br s, 1H, CH), p.19 ,
86 (t, J = 7.3Hz, 1H, CH-Ph), 6.76 (br s, 2H, CH-Ph), 4.83 (d, J = 17, 3Hz, 1H, NCH 2 ), pp.31-38 ,
N-Hex-5-en-2-ynyl-N'-methyl-N'-phenyl-hydrazinecarboxylic acid methyl ester 6 ,
71 (br s, 2H, CH- Ph), 5.77 (ddd, J = 5.2Hz, J = 10, 1H, CH=CH 2 ), 4.61 (br d, J = 17.4Hz, 1H, NCH 2 ), 4.09 (d, J = 17.4Hz, 1H, pp.3-692500 ,
-ynyl-[(4-methylphenyl)sulfonyl]hydrazine 6 ,
URL : https://hal.archives-ouvertes.fr/hal-00094165
19 (dd, J = 7, pp.400-407 ,
-Methoxy-phenyl)-N'-phenyl-N-prop-2-ynyl-hydrazinecarboxylic acid methyl ester 6 ,
URL : https://hal.archives-ouvertes.fr/hal-00655798
Methylene-1-pentyl-3,4-dihydro-1H-cinnoline-2-carboxylic acid methyl ester 6 ,