1: With n-butyllithium in tetrahydrofuran; hexane T=-80 - 20°C; Metallation; 2: With iron (III) acetylacetonate in tetrahydrofuran; hexane T=20°C; Oxidation; hydrolysis; 2.2 h; Title compound not separated from byproducts;
参考文献
Higuchi, Hiroyuki; Yoshida, Shima; Uraki, Yoshiyuki; Ojima, Juro
Bulletin of the Chemical Society of Japan, 1998 , vol. 71, # 9 p. 2229 - 2237
1: 3-Hexylthiophene With n-butyllithium; diisopropylamine in tetrahydrofuran; hexane T=-78°C; 2 h; 2: 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane in tetrahydrofuran; hexane 1 h; Overall yield = 90 percent; Overall yield = 610 mg; regioselective reaction;
参考文献
Seyler, Helga; Haid, Stefan; Kwon, Tae-Hyuk; Jones, David J.; Baeuerle, Peter; Holmes, Andrew B.; Wong, Wallace W. H.
Australian Journal of Chemistry, 2013 , vol. 66, # 2 p. 151 - 156
1.1: N-bromosuccinmide; acetic acid / 0.5 h / 20 °C / |Inert atmosphere; |Darkness 2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / |Inert atmosphere 2.2: 12 h / 20 °C / |Inert atmosphere View Scheme
参考文献
Dell, Emma J.; Capozzi, Brian; Dubay, Kateri H.; Berkelbach, Timothy C.; Moreno, Jose Ricardo; Reichman, David R.; Venkataraman, Latha; Campos, Luis M.
Journal of the American Chemical Society, 2013 , vol. 135, # 32 p. 11724 - 11727
