Mukai Chisato, Takahashi Yukie
Division of Pharmaceutical Sciences, Graduate School of Natural Science and Technology, Kanazawa University, Kakuma-machi, Kanazawa 920-1192, Japan.
Org Lett. 2005 Dec 22;7(26):5793-6. doi: 10.1021/ol052179u.
[reaction: see text] The Stille coupling of N-acyl-2-iodoanilines with the 1-(tributylstannyl)-1-substituted allenes affected the successive one-step formation of the 2-methyl-3-substituted indoles. Alternatively, the other type of 2-alkyl-3-substituted indoles could be synthesized in a one-pot operation, which consists of the Stille coupling reaction with the 1-(tributylstannyl)-1,3-disubstituted allenes, followed by TBAF treatment. This procedure could be applied to the synthesis of indomethacin.
[反应：见正文] N-酰基-2-碘苯胺与1-(三丁基锡烷基)-1-取代丙二烯的Stille偶联反应影响了2-甲基-3-取代吲哚的连续一步形成。另外，另一种类型的2-烷基-3-取代吲哚可以通过一锅法合成，该方法包括与1-(三丁基锡烷基)-1,3-二取代丙二烯的Stille偶联反应，随后进行四丁基氟化铵处理。该方法可应用于吲哚美辛的合成。
