Chemical Sciences and Technology Division and Academy of Scientific and Innovative Research (AcSIR), CSIR-National Institute for Interdisciplinary Science and Technology (CSIR-NIIST) , Thiruvananthapuram 695019, India.
Org Lett. 2017 Dec 15;19(24):6614-6617. doi: 10.1021/acs.orglett.7b03328. Epub 2017 Dec 5.
A phenyliodine(III) diacetate mediated umpolung reactivity of the tertiary amines with suitably substituted o-hydroxybenzyl and phenyl groups is exploited to facilitate o-C(sp)-H functionalization to afford diaryl ethers. The presence of an o-CHO and secondary amine functionalities in the resulting diaryl ether, generated in situ, were utilized for synthesis of dibenzoxazepines and dibenzoxazepinones. Mild conditions and relative broad substrate scope, and potential for further diversification of the diaryl ethers are highlights of this methodology.
一种苯碘(III) 二乙酸介导的叔胺的反转极性反应,利用适当取代的邻羟基苄基和苯基,促进了邻 C(sp 3 )-H 官能化,得到二芳基醚。在原位生成的二芳基醚中存在邻 CHO 和仲胺官能团,可用于合成二苯并恶唑嗪和二苯并恶唑酮。温和的条件和相对广泛的底物范围,以及进一步多样化二芳基醚的潜力是这种方法的亮点。