A novel arylation of arylacetic acid esters using tertiary arylamines and TiCl4

Tetrahedron Letters

Volumn 44, Issue 50, 2003, Pages 8939-8941

  Periasamy, Mariappan ^a   KishoreBabu, N ^a   Jayakumar, Keela Natarajan ^a  

^a UNIVERSITY OF HYDERABAD   (India)

Author keywords

Aryltitanium; Cross coupling reactions; Diaryl acetic esters; Titanium enolates

Indexed keywords

AROMATIC AMINE; ARYLACETIC ACID DERIVATIVE; BENZIDINE DERIVATIVE; ESTER DERIVATIVE; TITANIUM TETRACHLORIDE;

ARTICLE; ARYLATION; CHEMICAL REACTION KINETICS; CHROMATOGRAPHY; CROSS LINKING; INTERMETHOD COMPARISON; SYNTHESIS;

EID: 0242458478     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2003.10.009     Document Type: Article

References (12)

1. Harrison C.R. Tetrahedron Lett. 28:1987;4135.
2. Evans D.A., Clark J.S., Metternich R., Novack V.J., Sheppard G.S. J. Am. Chem. Soc. 112:1990;866.
3. Evans D.A., Rieger D.L., Bilodeau M.T., Urpi F. J. Am. Chem. Soc. 113:1991;1047.
4. Crimmins M.T., King B.W., Tabet E.A. J. Am. Chem. Soc. 119:1997;7883.
5. Yoshida Y., Hayashi R., Sumihara H., Tanabe Y. Tetrahedron Lett. 38:1997;8727. and references cited therein.
6. Matsumura Y., Nishimura M., Hiu H., Watanabe M., Kise N. J. Org. Chem. 61:1996;2809.
7. Kise N., Tokioka K., Aoyama Y., Matsumura Y. J. Org. Chem. 60:1995;1100.
8. Kise N., Kumada K., Terao Y., Ueda N. Tetrahedron. 54:1998;2697.
9. Periasamy M., Jayakumar K.N., Bharathi P. J. Org. Chem. 65:2000;3548.
10. 13C NMR (δ ppm) 173.8, 150.8, 134.4, 134.1, 132.9, 131.8, 129.4, 129.0, 128.2, 127.7, 126.7, 125.7, 125.6, 125.2, 123.4, 123.1, 113.7, 52.5, 50.1, 45.3.
11. Moradi W.A., Buchwald S.L. J. Am. Chem. Soc. 123:2001;7996.
12. Lednicer D., Mitscher L.A. Organic Chemistry of Drug Synthesis. 1977;85-99 John Wiley & Sons, New York.