Advanced Synthesis of Dihydrofurans: Effect of Formic Acid on the Mn(III)-Based Oxidation

REFERENCES

• Heiba, E. I.; Dessau, R. M. J. Org. Chem. 1974, 39, 3456–3457.
   Web of Science ®Google Scholar
• (a) Corey, E. J.; Ghosh, A. Chem. Lett. 1987, 223–226; (b) Yang, F. Z.; Trost, M. K.; Fristad, W. E. Tetrahedron Lett. 1987, 28, 1493–1496; (c) Mellor, J. M.; Mohammed, S. Tetrahedron Lett. 1991, 32, 7107–7110; (d) Mellor, J. M.; Mohammed, S. Tetrahedron 1993, 49, 7557–7566; (e) Mellor, J. M.; Mohammed, S. Tetrahedron 1993, 49, 7567–7578; (f) Melikyan, G. G.; Vostrowsky, O.; Bauer, W.; Bestmann, H. J.; Khan, M.; Nicholas, K. M. J. Org. Chem. 1994, 59, 222–229; (g) Lamarque, L.; Meou, A.; Brun, P. Tetrahedron Lett. 1994, 35, 2903–2906; (h) Bar, G.; Parsons, A. W.; Thomas, C. B. Tetrhedron 2001, 57, 4719–4728; (i) Li, C.; Zhang, D.; Zhang, X.; Wu, S.; Gao, X. Org. Biomol. Chem. 2004, 2, 3464–3469; (j) Wang, G.-W.; Li, F.-B. Org. Biomol. Chem. 2005, 3, 794–797; (k) Huang, J.-W.; Shi, M. J. Org. Chem. 2005, 70, 3859–3863; (l) Yilmaz, M.; Pekel, A. T. J. Fluorine Chem. 2005, 126, 401–406; (m) Yilmaz, M.; Uzunalioglu, N.; Pekel, A. T. Tetrahedron 2005, 61, 8860–8867; (n) Burgaz, E. V.; Yilmaz, M.; Pekel, A. T.; Öktemer, A. Tetrahedron 2007, 63, 7229–7239; (o) Yilmaz, M.; Yakut, M.; Pekel, A. T. Synth. Commun. 2008, 38, 914–927 (p) Yilmaz, M.; Uzunalioglu, N.; Yakut, M.; Pekel, A. T. Turk. J. Chem. 2008, 32, 411–422; (q) Loğoğlu, E.; Yilmaz, M.; Katircioğlu, H.; Yakut, M.; Mercan, S. Med. Chem. Res. 2010, 19, 490–497; (r) Yilmaz, M.; Pekel, A. T. J. Fluorine Chem. 2011, 132, 628–635; (s) Yilmaz, M. Tetrahedron 2011, 67, 8255–8263; (t) Yılmaz, M.; Yılmaz, E. V. B.; Pekel, A. T. Helv. Chim. Acta 2011, 94, 2027–2038; (u) Biçer, E.; Yılmaz, M.; Karataş, M.; Pekel, A. T. Helv. Chim. Acta 2012, 95, 795–804 (v) Deliomeroglu, M. K.; Dengiz, C.; Caliskan, R.; Balci, M. Tetrahedron 2012, 68, 5838–5844; (w) Biçer, E.; Yılmaz, M.; Burgaz, E. V.; Pekel, A. T. Helv. Chim. Acta 2013, 96, 135–141; (x) Yılmaz, M.; Biçer, E.; Ustalar, A.; Pekel, A. T. Arkivoc 2014, v, 225–236.
   Web of Science ®Google Scholar
• (a) Nishino, H. Bull. Chem. Soc. Jpn. 1985, 58, 1922–1927; (b) Nishino, H.; Yoshida, T.; Kurosawa, K. Bull. Chem. Soc. Jpn. 1991, 64, 1097–1107; (c) Qian, C.-Y.; Nishino, H.; Kurosawa, K. J. Heterocycl. Chem. 1993, 30, 209–216; (d) Nguyen, V.-H.; Nishino, H.; Kurosawa, K. Tetrahedron Lett. 1996, 37, 4949–4952; (e) Nishino, H.; Nguyen, V.-H.; Yoshinaga, S.; Kurosawa, K. J. Org. Chem. 1996, 61, 8264–8271; (f) Nguyen, V.-H.; Nishino, H.; Kurosawa, K. Synthesis 1997, 899–908; (g) Kajikawa, S.; Nishino, H.; Kurosawa, K. Heterocycles 2001, 54, 171–183; (h) Kumabe, R.; Nishino, H. Heterocycl. Commun. 2004, 10, 135–138; (i) Chowdhury, F. A.; Nishino, H. J. Heterocycl. Chem. 2005, 42, 1337–1344; (j) Fujino, R.; Nishino, H. Synthesis 2005, 731–740; (k) Asahi, K.; Nishino, H. Tetrahedron 2005, 61, 11107–11124; (l) Asahi, K.; Nishino, H. Tetrahedron Lett. 2006, 47, 7259–7262; (m) Asahi, K.; Nishino, H. Tetrahedron 2008, 64, 1620–1634; (n) Maemura, Y.; Tanoue, Y.; Nishino, H. Heterocycles 2012, 85, 2491–2503; (o) Nishino, H.; Kumabe, R.; Hamada, R.; Yakut, M. Tetrahedron 2014, 70, 1437–1450.
   Web of Science ®Google Scholar
• (a) de Klein, W. J. In Organic Syntheses by Oxidation with Metal Compounds; W. J. Mijis, and C. R. H. I. de Jonge (Eds.); Plenum Press: New York, 1986; pp. 261–314 (b) Iqbal, J.; Bhatia, B.; Nayyar, N. K. Chem. Rev. 1994, 94, 519–564; (c) Snider, B. B. Chem. Rev. 1996, 96, 339–363; (d) Melikyan, G. G. Org. React. 1997, 49, 427–675; (e) Nishino, H. In Bioactive Heterocycles I; S. Eguchi (Ed.); Springer: Berlin, 2006; pp. 39–76 (f) Demir, A. S.; Emrullahoglu, M. Curr. Org. Synth. 2007, 4, 321–351; (g) Snider, B. B. Tetrahedron 2009, 65, 10738–10744; (h) Pan, X.-Q.; Zou, J.-P.; Zhang, W. Mol. Divers. 2009, 13, 421–437; (i) Burton, J. W. In Encyclopedia of Radicals in Chemistry, Biology, and Materials; C. Chatgilialoglu and A. Studer (Eds.); Wiley: New York, 2012; pp. 901–941 (j) Mondal, M.; Bora, U. RSC Adv. 2013, 3, 18716–18754.
   Google Scholar
• (a) Ouyang, J.; Nishino, H.; Kurosawa, K. J. Heterocycl. Chem. 1995, 32, 1783–1792; (b) Yoshinaga, T.; Nishino, H.; Kurosawa, K. Tetrahedron Lett. 1998, 39, 9197–9200; (c) Chowdhury, F. A.; Nishino, H.; Kurosawa, K. Heterocycl. Commun. 1999, 5, 111–112; (d) Ito, Y.; Nishino, H. Heterocycl. Commun. 2009, 15, 467–471; (e) Ito, Y.; Yoshinaga, T.; Nishino, H. Tetrahedron 2010, 66, 2683–2694; (f) Ito, Y.; Tomiyasu, Y.; Kawanabe, T.; Uemura, K.; Ushimizu, Y.; Nishino, H. Org. Biomol. Chem. 2011, 9, 1491–1507; (g) Ito, Y.; Jogo, S.; Fukuda, N.; Okumura, R.; Nishino, H. Synthesis 2011, 1365–1374.
   Web of Science ®Google Scholar
• Wilhelm, D.; Gelabert, A. Eur. Pat. Appl. 577449 (A1)–1994–01-05, 1994.
   Google Scholar
• (a) Rindone, B.; Scolastico, C. Tetrahedron Lett. 1974, 3379–3382; (b) Nishino, H.; Kurosawa, K. Bull. Chem. Soc. Jpn. 1983, 56, 1682–16887.
   Google Scholar
• (a) Ito, N.; Nishino, H.; Kurosawa, K. Bull. Chem. Soc. Jpn. 1983, 56, 3527–3528; (b) Nishino, H. Bull. Chem. Soc. Jpn. 1985, 58, 217–222; (c) Fristad, W. E.; Hershberger, S. S. J. Org. Chem. 1985, 50, 1026–1031; (d) Fristad, W. E.; Peterson, J. R.; Ernst, A. B. J. Org. Chem. 1985, 50, 3143–3148; (e) Fujimoto, N.; Nishino, H.; Kurosawa, K. Bull. Chem. Soc. Jpn. 1986, 59, 3161–3168; (f) Nishino, H.; Hashimoto, H.; Korp, J. D.; Kurosawa, K. Bull. Chem. Soc. Jpn. 1995, 68, 1999–2009; (g) Nishino, H.; Ishida, K.; Hashimoto, H.; Kurosawa, K. Synthesis 1996, 888–896.
   Web of Science ®Google Scholar
• Sato, H.; Nishino, H.; Kuroswa, K. Bull. Chem. Soc. Jpn. 1987, 60, 1753–1760.
   Web of Science ®Google Scholar
• Lide, D. R. (Ed.); Handbook of Chemistry and Physics; CRC Press: Boca Raton, 1994.
   Google Scholar
• Anderson, J. M.; Kochi, J. K. J. Am. Chem. Soc. 1970, 92, 2450–2460.
   Web of Science ®Google Scholar
• (a) Snider, B. B.; Merritt, J. E.; Dombroski, M. A.; Buckman, B. O. J. Org. Chem. 1991, 56, 5544–5553; (b) Snider, B. B.; McCarthy, B. A. J. Org. Chem. 1993, 58, 6217–6223.
   Web of Science ®Google Scholar
• Tseng, C.-M.; Wu, Y.-L.; Chuang, C.-P. Tetrahedron 2004, 60, 12249–12260, and the references cited therein.
   Web of Science ®Google Scholar
• Kikue, N.; Takahashi, T.; Nishino, H. Heterocycles 2015, 90(1), 540–562.
   Web of Science ®Google Scholar