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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 47, 2017 - Issue 24
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Original Articles

One-pot synthesis of cinnamic anhydrides from cinnamic acids and 6-chloro-2,4-dimethoxy-sec-triazine (CDMT) at room temperature

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Pages 2449-2455 | Received 27 Jul 2017, Published online: 30 Nov 2017

References

  • (a) Ueda, Y.; Muramatsu, W.; Mishiro, K.; Furuta, T.; Kawabata, T. J. Org. Chem. 2009, 74, 8802; (b) Gutekunst, W. R.; Baran, P. S. J. Am. Chem. Soc. 2011, 133, 19076; (c) Pawluć, P.; Szudkowska, J.; Hreczycho, G.; Marciniec, B. J. Org. Chem. 2011, 76, 6438; (d) Zeller, W. E. Synth. Comm. 2013, 43, 1345; (e) Ueda, Y.; Furuta, T.; Kawabata, T. Angew. Chem. Int. Ed. 2015, 54, 11966; (f) Ka, S.-M.; Chao, L. K.; Lin, J.-C.; Chen, S.-T.; Li, W.-T.; Lin, C.-N.; Cheng, J.-C.; Jheng, H.-L.; Chen, A.; Hua, K.-F. Free Rad. Biol. Med. 2016, 91, 10.
  • (a) Plusquellec, D.; Roulleau, F.; Lefeuvre, M. Tetrahedron 1998, 44, 2471; (b) Kim J. G.; Jang, D. O. Bull. Korean Chem. Soc. 2009, 30, 27.
  • (a) Fife, W. K.; Zhang, Z. Tetrahedron Lett. 1986, 27, 4937; (b) Kazemi, F.; Kiasat, A. R.; Mombaini, B. Synth. Commun. 2007, 37, 3219.
  • (a) Rinderknecht, H.; Gutenstein, M. Organic Syn. Coll. 1973, 5, 822; (b) Remigiusz, K.; Juliatiek, R.; Shahriar, M. J. Org. Chem. 1994, 59, 2913.
  • Kocz, R.; Roestamadji, J.; Mobashery, S. J. Org. Chem. 1994, 59, 2913.
  • (a) Mestres, R.; Palomo, C. Synthesis 1981, 1981, 218; (b) Burton, S. G.; Kaye, P. T. Synth. Commun. 1989, 19, 3331.
  • (a) Hata, T.; Tajima, K.; Mukaiyama, T. Bull. Chem. Soc. Jpn. 1968, 41, 2746; (b) Chen, F. M. F.; Benoiton, N. L. Synthesis 1979, 1979, 710.
  • Keshavamurthy, K. S.; Vankar, Y. D.; Dhar, D. N. Synthesis 1982, 1982, 506.
  • (a) Kita, Y.; Akai, S.; Ajimura, N.; Yoshigi, M.; Tsugoshi, T.; Yasuda, H.; Tamura, Y. J. Org. Chem. 1986, 51, 4150; (b) Tamura, Y.; Kirihara, M.; Sekihachi, J.; Okunaka, R.; Mohri, S.; Tsugoshi, T.; Akai, S.; Sasho, M.; Kita, Y. Tetrahedron Lett. 1987, 28, 3971.
  • McCallum, T.; Barriault, L. J. Org. Chem. 2015, 80, 2874.
  • Al-Azani, M.; Al-Sulaibi, M.; Soom, N. A.; Jaem, Y. A.; Bugenhagen, B.; Hindawi, B. A.; Thiemann, T. C. R. Chimie. 2016, 19, 921.
  • Kim, J.; Jang, D. O. Synth. Commun. 2001, 31, 395 (and references cited therein).
  • (a) Kaminski, Z. J. Tetrahedron Lett. 1985, 26, 2901; (b) Blotny, G. Tetrahedron 2006, 62, 9507; (c) Dunetz, J. R.; Magano, J.; Weisenburger, G. A. Org. Process Res. Dev. 2016, 20, 140.
  • (a) Barnett, C. J.; Wilson, T. M.; Kobierske, M. E. Org. Process Res. Dev. 1999, 3, 184; (b) Kamiñski, Z. J.; Kolesiñska, B.; Malgorzata, M. Synth. Commun. 2004, 34, 3349.
  • Makrandi, J. K.; Kumari, V. Synth. Commun. 1985, 19, 1919.
  • Morera, L.; Roatsch, M.; Fürst, M. C. D.; Hoffmann, I.; Senger, J.; Hau, M.; Franz, H.; Schüle, R.; Heinrich, M. R.; Jung, M. Chem. Med. Chem. 2016, 11, 2063.
  • (a) Kunishima, M.; Morita, J.; Kawachi, C.; Iwasaki, F.; Terao, K.; Tania, S. Synlett 1999, 8, 1255; (b) Kunishima, M.; Ujigawa, T.; Nagaoka, Y.; Kawachi, C.; Hioki, K.; Shiro, M. Chem. Eur. J. 2012, 18, 15856.
  • Yu, B.; Sun, H.; Xie, Z.; Zhang, G.; Xu, L.-W.; Zhang, W.; Gao, Z. Org. Lett. 2015, 17, 3298–3301.
  • Park, J.; Kim, J. D.; Raja, G. C. E.; Choi, H. C.; Lee, S. Synth. Commun. 2017, 47, 1973–1979.
  • Armesto, N.; Ferrero, M.; Fernández, S.; Gotor, V. J. Org. Chem. 2003, 68, 5784.
  • Saadabad, H-R.; Akhlaghinia, B. Chem. Pap. 2015, 69, 479.

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