Synthesis of unsaturated 1,4-heteroatom-containing benzo-fused heterocycles using a sequential isomerization–ring-closing metathesis strategy

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• 作者：Garreth L. Morgans ; E. Lindani Ngidi ; Lee G. Madeley ; Setshaba D. Khanye ; Joseph P. Michael ; Charles B. de Koning ; Willem A.L. van Otterlo
• 关键词：Ring-closing metathesis ; Isomerization ; 1 ; 4-Benzodioxins ; 4H-1 ; 4-Benzoxazines ; Benzodithiin ; 1 ; 4-Benzoxathiin
• 刊名：Tetrahedron
• 出版年：2009
• 出版时间：19 December 2009
• 年：2009
• 卷：65
• 期：51
• 页码：10650-10659
• 全文大小：459 K

文摘

A small library of 1,4-benzodioxins and 4H-1,4-benzoxazines was synthesized from the corresponding bis-allyloxy precursors by way of an initial isomerization to the bis-vinyloxy compounds, followed by a ring-closing metathesis using the second generation Grubbs' catalyst (G2). A related strategy, starting from benzene-1,2-dithiol and 2-mercaptophenol, afforded benzodithiin and 1,4-benzoxathiin, respectively.