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Controllable Synthesis of Two Isomers 4H-Chromene and 2,8-Dioxabicyclo[3.3.1]nonane Derivatives under Catalyst-Free Conditions
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2021-11-16 , DOI: 10.1021/acs.joc.1c01762
Shuang Wang 1 , Jun-Jie Lin 1 , Xin Cui 1 , Jing-Peng Li 1 , Chao Huang 1
Affiliation  

A one-pot method for the selective synthesis of two isomers 4H-chromene and 2,8-dioxabicyclo[3.3.1]nonane derivatives was developed without a catalyst and using EtOH/H2O (4:1, v/v) as the solvent. The reaction was conducted under mild conditions, with forming multiple chemical bonds in one pot and high atom economy, and only a stoichiometric amount of H2O is produced as the byproduct. Its selectivity was controlled by thermodynamics and kinetics, and the reasons for the transformation of the two structures are also discussed.

中文翻译:

无催化剂条件下两种异构体4H-色烯和2,8-二氧杂双环[3.3.1]壬烷衍生物的可控合成

开发了一种选择性合成两种异构体 4 H -色烯和 2,8-二氧杂双环 [3.3.1] 壬烷衍生物的一锅法,无需催化剂,使用 EtOH/H 2 O (4:1, v/v)作为溶剂。该反应在温和的条件下进行,一锅形成多个化学键,原子经济性高,副产物仅产生化学计量的H 2 O。其选择性受热力学和动力学控制,并讨论了两种结构发生转变的原因。
更新日期:2021-12-03
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