Tf<sub>2</sub>O-Promoted Regioselective Heteronucleophilic Ring-Opening Approaches of Tetrahydrofuran
作者:Mohammad Yaqoob Bhat、Ashiq Hussain Padder、Raman Gupta、Qazi Naveed Ahmed
DOI:10.1021/acs.joc.3c01065
日期:2023.10.20
Herein, we report different operationally simple, efficient, unique, and practical regioselective heteronucleophilic ring-opening strategies for the THF system. Tf2O, which is a strong electrophilic activator, was found to generate a THF triflate intermediate that triggers the nucleophilicity of nitriles (Nu1) and led to regioselective ring opening in the presence of different nucleophiles (Nu2). Furthermore
四氢呋喃(THF)中的开环官能化策略代表了获得不同有价值结构的理想方法。在此,我们报告了 THF 系统不同的操作简单、高效、独特且实用的区域选择性异核开环策略。Tf 2 O 是一种强亲电活化剂,被发现可生成 THF 三氟甲磺酸酯中间体,该中间体触发腈 (Nu 1 )的亲核性,并在不同亲核试剂 (Nu 2 )存在的情况下导致区域选择性开环。此外,不同异质亲核开环二聚产物的合成归因于Nu 2的亲核性。我们还证明,使用硼烷-四氢呋喃(BTHF)可以以类似的方式实现具有挑战性的氢化物加成。