A new procedure for the preparation of 2-vinylindoles and their [4+2] cycloaddition reaction

作者：Mohamed Yaseen Ali Mosa; Inagaki Fuyuhiko; Takahashi Ryohei; Mukai Chisato^*

来源：Tetrahedron, 2011, 67(29): 5133-5141.

DOI：10.1016/j.tet.2011.05.064

• Allenes
• S(N)2' reaction
• 2-Vinylindoles
• Diels-Alder reaction

A new approach for the synthesis of 2-vinylindole derivatives by 5-exo mode cyclization of 2-(3-silyloxymethylallenyl)anilines was developed. The starting allenylanilines were easily prepared by the Stille coupling of o-iodoaniline and allenylstannanes. The formed 2-vinylindole derivatives were transformed into several carbazole derivatives via the [4+2] cycloaddition reaction with suitable dienophiles.

• 出版日期2011-7-22