原位形成缩醛促进的邻烯基苯甲醛取代茚衍生物的合成。
In Situ Formed Acetal-Facilitated Synthesis of Substituted Indene Derivatives from o-Alkenylbenzaldehydes.
机构信息
School of Chemistry, University of Hyderabad, Gachibowli, Hyderabad 500046, India.
出版信息
Org Lett. 2015 Jul 17;17(14):3600-3. doi: 10.1021/acs.orglett.5b01695. Epub 2015 Jul 7.
A new protocol has been developed for the synthesis of indene derivatives in a diastereoselective manner from o-alkenylbenzaldehydes and enolizable ketones in the presence of trimethyl orthoformate and catalytic triflic acid. This method involves tandem in situ formed acetal-assisted Claisen-Schmidt condensation followed by 5-exo-trig cyclization/Michael addition in one-pot. It has also been shown that the chalcones derived from o-alkenylbenzaldehydes and ketones can effectively be transformed into indene derivatives in the presence of TfOH catalyst alone.
已开发出一种新的协议，用于在三甲基原甲酸酯和催化量三氟甲磺酸存在下，以非对映选择性方式从邻烯基苯甲醛和烯醇化酮合成茚衍生物。该方法涉及在一锅法中串联原位形成的缩醛辅助克莱森-施密特缩合，然后进行 5-endo-trig 环化/Michael 加成。还表明，在三氟甲磺酸催化剂存在下，邻烯基苯甲醛和酮衍生的查尔酮可以有效地转化为茚衍生物。
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