School of Chemical Engineering and Technology , Sun Yat-sen University , Guangzhou , Guangdong 510275 , China.
Key Laboratory of Molecular Target & Clinical Pharmacology and State Key Laboratory of Respiratory Disease, School of Pharmaceutical Sciences & the Fifth Affiliated Hospital , Guangzhou Medical University , Guangzhou , Guangdong 511436 , China.
Org Lett. 2019 Jun 7;21(11):4143-4147. doi: 10.1021/acs.orglett.9b01333. Epub 2019 May 24.
The efficient couplings of diverse N-arylureas and methyleneoxetanones have been realized via Rh(III)-catalyzed and solvent-controlled chemoselective C-H functionalization, which involved the tunable β-H elimination and β-O elimination processes, thereby giving divergent access to quinolin-2(1 H)-ones and ortho-allylated N-arylureas with broad substrate compatibility and good functional group tolerance. the divergent synthetic utilities of the transformations have also been exemplified by subsequently tandem C-H allylation, unsymmetrical C-H functionalization, alternative reaction mode, as well as removal of the carbamoyl group.
通过 Rh(III)-催化和溶剂控制的化学选择性 C-H 功能化，实现了各种 N-芳基脲和亚甲氧环酮的高效偶联，其中涉及可调β-H 消除和β-O 消除过程，从而以广泛的底物兼容性和良好的官能团耐受性得到不同的喹啉-2(1H)-酮和邻烯丙基化 N-芳基脲。这些转化的分歧性合成实用性也通过随后的串联 C-H 烯丙基化、不对称 C-H 功能化、替代反应模式以及去除氨甲酰基得到了例证。
