A novel oxazine ring closure reaction affording (Z)-((E)-2-styrylbenzo [b] furo [3, 2-d][1, 3] oxazin-4-ylideno) acetaldehydes and their anti-osteoclastic bone resorption …

…, K Ando, M Yamaguchi, J Kunitomo, M Koida…

Index: Ando, Yuko; Ando, Kumiko; Yamaguchi, Mami; Kunitomo, Jun-ichi; Koida, Masao; Fukuyama, Ryo; Nakamuta, Hiromichi; Yamashita, Masayuki; Ohta, Shunsaku; Ohishi, Yoshitaka Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 22 p. 5849 - 5854

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Citation Number: 19

Abstract

A novel oxazine ring formation method was established using the reaction of 2-acetyl-(E)-3- styrylcarbonylaminobenzo [b] furans (4) with Vilsmeier–Haack–Arnold reagent to afford (E and Z)-((E)-2-styrylbenzo [b] furo [3, 2-d][1, 3] oxazin-4-ylideno) acetaldehydes (5).(Z)-4-(8- Bromo-(E)-2-styrylbenzo [b] furo [3, 2-d][1, 3] oxazin-4-ylideno) but-(E)-2-enoic acid ethyl ester (6b), derived from (Z)-5a, showed significantly potent anti-osteoclastic bone ...