Ullmann Diaryl Ether Synthesis: Rate Acceleration by 2,2,6,6-Tetramethylheptane-3,5-dione

Organic Letters

Volumn 4, Issue 9, 2002, Pages 1623-1626

  Buck, Elizabeth ^a   Song, Zhiguo Jake ^a   Tschaen, David ^a   Dormer, Peter G ^a   Volante, R P ^a   Reider, Paul J ^a  

^a MERCK RESEARCH LABORATORIES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

COPPER; DIPIVALOYLMETHANE; DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; ETHER DERIVATIVE; KETONE; LIGAND;

ARTICLE; CATALYSIS; KINETICS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SYNTHESIS;

CATALYSIS; COPPER; ETHERS; INDICATORS AND REAGENTS; KETONES; KINETICS; LIGANDS; MAGNETIC RESONANCE SPECTROSCOPY;

EID: 0037007703     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol025839t     Document Type: Article

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20. 3, 400 MHz) δ 158.4 (d, J = 240.4 Hz), 155.9, 154.3, 150.7, 120.3, 119.2 (d, J = 8.2 Hz), 116.2 (d, J = 23.3 Hz), 115.0, 55.7.
21. (b) Tanaka, A.; Terasawa, T.; Hagihara, H.; Ishibe, N.; Sawada, M.; Sakuma, Y.; Hashimoto, M.; Takasugi, H.; Tanaka, H. J. Med. Chem. 1998, 41, 4408.
22. 3, 100 MHz) δ 196.7, 162.2, 159.6 (d, J = 23.5 Hz), 151.3, 132.0, 130.7, 121.8 (d, J = 8.5 Hz), 116.9, 116.8 (d, J = 23.5 Hz), 26.5.
23. 3, 100 MHz) δ 158.13 (d, J = 240.1), 154.9, 147.9, 147.7, 120.5, 118.7 (d, J = 8.10), 116.0 (d, J = 23.2), 114.0, 41.2.
24. 3, 100 MHz) δ 158.6 (d, J = 241.0 Hz), 155.3, 153.5 132.9, 130.3, 120.0 (d, J = 8.2 Hz) 118.6, 116.2 (d, J = 23.3 Hz), 20.7.
25. 3, 100 MHz) δ 158.4 (d, J = 240.3 Hz), 155.0, 153.7, 131.6, 129.7, 127.2, 123.9, 119.1, 118.9 (d, J = 8.3 Hz), 116.2 (d, J = 23.3 Hz), 16.2.
26. 3, 100 MHz) δ 7.88-7.80 (m, 1H), 7.48-7.39 (m, 1H), 7.22-7.13 (m, 1H), 7.13-7.04 (m, 2H), 7.04-6.96 (m, 1H), 7.48-7.39 (m, 1H), 7.22-7.13 (m, 1H), 7.13-7.04 (m, 2H), 7.04-6.96 (m, 2H), 6.86 (d, 1H, J = 242.5 Hz), 156.7, 152.2, 133.7, 130.6, 130.3, 123.5, 120.5 (d, J = 8.3 Hz), 118.6, 116.7, (d, J = 23.5 Hz), 31.6.
27. (h) Wang, L.; Xi, H.; Sun, X.; Shen, Y.; Yang, Y.; Pan, Y.; Hu, H. Synth. Comm. 2000, 30, 227.
28. 3, 100 Mhz) δ 155.5, 151.1, 150.9, 146.8, 123.8, 121.0, 119.4, 119.3, 114.8, 112.7, 56.1, 55.7.
29. 3, 100 MHz) δ 165.7, 162.1, 153.4, 134.2, 131.6, 130.5, 125.0, 120.1, 117.0, 68.2, 22.0, 20.8.
30. For kinetic and mechanistic work, see: (a) Litvak, V. V.; Shein, S. M. Zh. Organ. Khim. 1975, 11, 92.
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