Regioselective Preparation of 3??Alkoxy??4, 5??difluoroanilines by SNAr
…, C Martínez??Lamenca, J Leenaerts…
Index: Van Brandt, Sven; Rombouts, Frederik J. R.; Martinez-Lamenca, Carolina; Leenaerts, Jos; Rauws, Tom R. M.; Trabanco, Andres A. European Journal of Organic Chemistry, 2012 , # 36 p. 7048 - 7052
Full Text: HTML
Citation Number: 2
Abstract
Abstract A simple and scalable procedure to introduce alcohols selectively at the 3-position of 3, 4, 5-trifluoroaniline is described. The procedure uses powdered NaOH as base and catalytic 15-crown-5 in refluxing toluene with a Dean–Stark trap. A short exploration of other nucleophiles and fluoroaryl electrophiles is also described.
Related Articles:
[Vernekar, Amit A.; Patil, Sagar; Bhat, Chinmay; Tilve, Santosh G. RSC Advances, 2013 , vol. 3, # 32 p. 13243 - 13250]
[Journal of Organic Chemistry, , vol. 71, # 5 p. 2196 - 2199]
[Tetrahedron, , vol. 54, # 46 p. 13981 - 13996]
[Haftchenary, Sina; Luchman, H. Artee; Jouk, Andriana O.; Veloso, Anthony J.; Page, Brent D. G.; Cheng, Xin Ran; Dawson, Sean S.; Grinshtein, Natalie; Shahani, Vijay M.; Kerman, Kagan; Kaplan, David R.; Griffin, Carly; Aman, Ahmed M.; Al-Awar, Rima; Weiss, Samuel; Gunning, Patrick T. ACS Medicinal Chemistry Letters, 2013 , vol. 4, # 11 p. 1102 - 1107]
[Altman, Ryan A.; Shafir, Alexandr; Choi, Alice; Lichtor, Phillip A.; Buchwald, Stephen L. Journal of Organic Chemistry, 2008 , vol. 73, # 1 p. 284 - 286]