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Ru-Catalyzed Ortho C–H Alkylation of 4-Aryl-pyrrolo[2,3-d]pyrimidines with Diazo Compounds: An Access to Fluorescent Fused Heteroarenes
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2024-11-09 , DOI: 10.1021/acs.joc.4c01928 Jiangrong Wang, Chunfeng Li, Chunwei Shen, Zhuo Zhang, Mingrui Liu, Xingxian Zhang
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2024-11-09 , DOI: 10.1021/acs.joc.4c01928 Jiangrong Wang, Chunfeng Li, Chunwei Shen, Zhuo Zhang, Mingrui Liu, Xingxian Zhang
A Ru(II)-catalyzed migratory insertion of carbene into ortho C–H bonds of 4-aryl-pyrrolo[2,3-d]pyrimidines has been developed. This transformation endows the facile fabrication of C–C bonds with high atom economy, good regioselectivity, and wide functional group tolerance, exploiting the directing properties of pyrimidinic nitrogen. In addition, the planar polycyclic pyrrolo-pyrimido-isoindole framework has been accomplished from a cascade reaction of bromination, cyclization, and decarboxylation of synthesized products. Furthermore, the fluorescence properties of C–N annulated compounds have also been determined, which are valuable in the field of fluorescence properties of heterocycles.
中文翻译:
Ru催化的4-芳基吡咯并[2,3-d]嘧啶与重氮化合物的邻位C-H烷基化反应:荧光熔融杂芳烃的途径
已经开发了 Ru(II) 催化的卡宾迁移到 4-芳基吡咯并[2,3-d] 嘧啶的邻位 C-H 键中。这种转变赋予了 C-C 键的易于制造,具有高原子经济性、良好的区域选择性和广泛的官能团耐受性,利用了嘧啶氮的定向特性。此外,平面多环吡咯-嘧啶-异吲哚框架已由合成产物的溴化、环化和脱羧的级联反应完成。此外,还确定了 C-N 环化化合物的荧光特性,这在杂环的荧光特性领域很有价值。
更新日期:2024-11-09
中文翻译:
Ru催化的4-芳基吡咯并[2,3-d]嘧啶与重氮化合物的邻位C-H烷基化反应:荧光熔融杂芳烃的途径
已经开发了 Ru(II) 催化的卡宾迁移到 4-芳基吡咯并[2,3-d] 嘧啶的邻位 C-H 键中。这种转变赋予了 C-C 键的易于制造,具有高原子经济性、良好的区域选择性和广泛的官能团耐受性,利用了嘧啶氮的定向特性。此外,平面多环吡咯-嘧啶-异吲哚框架已由合成产物的溴化、环化和脱羧的级联反应完成。此外,还确定了 C-N 环化化合物的荧光特性,这在杂环的荧光特性领域很有价值。