25700-05-4Relevant academic research and scientific papers
The Different Faces of [Ru(bpy)3Cl2] and fac[Ir(ppy)3] Photocatalysts: Redox Potential Controlled Synthesis of Sulfonylated Fluorenes and Pyrroloindoles from Unactivated Olefins and Sulfonyl Chlorides
Pagire, Santosh K.,Kumagai, Naoya,Shibasaki, Masakatsu
, p. 7853 - 7858 (2020)
A cascade alkene sulfonylation that simultaneously forges C-S and C-C bonds is a highly efficient and powerful approach for directly accessing structurally diverse sulfonylated compounds in a single operation. The reaction was enabled by visible-light-mediated regioselective radical addition of sulfonyl chlorides to 2-arylstyrenes using fac[Ir(ppy)3] as a photocatalyst, demonstrating its unique role in a photocascade process to execute atom transfer radical addition (ATRA) followed by photocyclization. A new class of sulfonyl-substituted fluorenes and pyrroloindoles, which are useful in the field of photoelectronic materials and medicinal chemistry, was produced in excellent yields by this photocascade reaction. In contrast, the cyclization was interrupted when using the [Ru(bpy)3Cl2] catalyst having lower reduction potential, leading only to the formation of a C-S bond and the production of acyclic sulfonylated 2-arylstyrenes under identical reaction conditions. The synthetic utility of the present room-temperature photocatalysis is enhanced by the broad availability of bench-stable sulfonyl chlorides and unactivated olefins, thereby providing a cost-effective and broad-scope protocol.
Synthesis of indoline-fused eight-membered azaheterocycles through Zn-catalyzed dearomatization of indoles and subsequent base-promoted C-C activation
Mu, Yuanyang,Yuan, Yang,Wang, Ye,Xu, Murong,Feng, Ye,Zhao, Yulei,Li, Yanzhong
, p. 6916 - 6926 (2020)
A cascade reaction involving the Zn-catalyzed dearomatization of indoles, base-promoted ring-expansion and intramolecular SNAr reaction has been developed. This process realized a novel, atom economical and efficient synthesis of indoline-fused eight-membered azaheterocycles in a one pot manner.
