Heck-type reactions of allylic alcohols: Part IV: (2-Substituted)-1-indanones via 5-endo-trig cyclizations
详细信息 查看全文
- 作者：Anna Maria Zawisza ; Benjamin Ganchegui ; Ivá ; n Gonzá ; lez ; S ; rine Bouquillon ; Anna Roglans ; Franç ; oise Hé ; nin ; Jacques Muzart
- 关键词：Palladium ; Catalysis ; Heck reaction ; Cyclization ; Allylic alcohol ; DMF ; Cinchonine ; Microwaves
- 刊名：Journal of Molecular Catalysis A: Chemical
- 出版年：2008
- 出版时间：18 March 2008
- 年：2008
- 卷：283
- 期：1-2
- 页码：140-145
- 全文大小：317 K
文摘
Various conditions have been tested to obtain efficiently 2-methyl-1-indanone via the Pd-catalyzed 5-endo-trig cyclization of 1-(o-bromophenyl)-2-methylprop-2-en-1-ol. High yield (97 % ) was obtained at 120 °C in DMF with Pd(OAc)2/cinchonine as the catalytic system and NaHCO3 as the base. Use of this procedure for the synthesis of other substituted indanones led to lower yields but replacing thermal heating by microwave heating improved greatly the results.