Savekar Amol T, Vitnor Sonali M, Karande Vishal B, Waghmode Suresh B
Department of Chemistry, Savitribai Phule Pune University (Formerly University of Pune) Ganeshkhind Pune-411007 India
RSC Adv. 2025 Apr 4;15(14):10634-10638. doi: 10.1039/d5ra01423a.
The transition-metal-free regioselective [3 + 2] annulation of azadienes with haloalcohols for the preparation of highly functionalized spiro-oxazolidines is experimentally simple and proceeds under mild conditions. The metal-free protocols have more significance than the metal-catalyzed ones when the toxicity associated with the metal catalyst is considered. This transformation features a broad substrate scope, good yields, and excellent regioselectivity. Moreover, large-scale synthesis and representative transformations of spiro-oxazolidines were carried out to provide additional evidence on the practicality of this approach.
用于制备高度官能化螺恶唑烷的氮杂二烯与卤代醇的无过渡金属区域选择性[3 + 2]环化反应在实验上操作简单，且在温和条件下即可进行。考虑到金属催化剂的毒性，无金属反应方案比金属催化的方案更具意义。这种转化具有底物范围广、产率高和区域选择性优异的特点。此外，还进行了螺恶唑烷的大规模合成及典型转化反应，以进一步证明该方法的实用性。
