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Functionalization of π-activated alcohols by trapping carbocations in pure water under smooth conditions
Arabian Journal of Chemistry ( IF 5.3 ) Pub Date : 2020-01-01 , DOI: 10.1016/j.arabjc.2018.01.022
Rosa Ortiz , Alessandro Koukouras , Eugenia Marqués-López , Raquel P. Herrera

Abstract Acetic acid as catalyst in pure water was found to be an excellent reaction medium for the direct dehydrative functionalization of π-activated alcohols using a wide variety of interesting C-, P-, and S-centered nucleophiles, such as indoles, pyrrole, anilines, 1,3-dicarbonyl compounds, diphenyl phosphite and pyridine-2-thiol. The smooth reaction conditions, along with high yields, short reaction times, clean reaction crudes, an easy product isolation procedure, plus the reusability of the catalyst and the use of no excess of nucleophiles, make this approach an atom economical, green and appealing method to efficiently trap carbocations in pure water, leading to new Csp3 X bonds (X = Csp2, Csp3, P and S).

中文翻译:

在光滑条件下通过在纯水中捕获碳正离子使 π 活化醇官能化

摘要 乙酸作为纯水中的催化剂被发现是使用各种有趣的 C-、P-和 S-中心亲核试剂(如吲哚、吡咯、苯胺、1,3-二羰基化合物、亚磷酸二苯酯和吡啶-2-硫醇。平稳的反应条件、高产率、短反应时间、干净的反应粗品、简单的产品分离程序、催化剂的可重复使用性和不使用过量亲核试剂,使该方法成为一种原子经济、绿色和有吸引力的方法有效地捕获纯水中的碳正离子,导致新的 Csp3 X 键(X = Csp2、Csp3、P 和 S)。
更新日期:2020-01-01
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