Pd(II)/Cu(I) Co-catalyzed Dual C–H Functionalization of Indoles at C2 and C3 Positions Using Bifunctional Arylsulfonyl Reagents DOI
Jiahui Huang,

Xiujuan Ai,

Shuai Zhou

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Май 20, 2025

A Pd(II)/Cu(I) co-catalyzed dual C-H functionalization strategy enables the one-pot synthesis of C2/C3-difunctionalized indoles using arylsulfonyl reagents. In this method, Cu(I) reduces S(VI) reagents to generate radicals, which react with Pd(II) form electrophilic Ar-Pd(III) intermediates. These intermediates regioselectively arylate at C2 position, followed by Cu(II)-mediated C3 deliver final products. This synergistic method enhances efficiency, waste, and streamlines complex indole functionalization.

Язык: Английский

Palladium‐Catalyzed Dual Csp2─Csp3 Bond Formation: A Versatile Platform for the Synthesis of Benzo‐Fused Heterocycles DOI Creative Commons
Jiahui Huang, Yang You,

Yijian Ma

и другие.

Advanced Science, Год журнала: 2025, Номер unknown

Опубликована: Апрель 28, 2025

Abstract Transition‐metal‐catalyzed transformations offer a powerful approach to rapidly synthesize complex benzo‐fused heterocycles, crucial for drug and material development. However, existing synthetic strategies face challenges such as limited functional group compatibility, reliance on ligands, difficulties in controlling chemoselectivity with prefunctionalized substrates. Herein, ligand‐free Pd(II)/Cu(I) catalytic system is presented that facilitates reactions between arylsulfonyl chlorides unactivated olefins under mild conditions, enabling the efficient synthesis of saturated six‐membered heterocycles. This streamlined strategy employs dual Csp 2 ─Csp 3 bond formation, producing diverse N/O‐polyheterocycles allowing late‐stage functionalization bioactive molecules excellent yields high chemoselectivity. The key success this reaction formation high‐valent Ar‐Pd(III) intermediate, which drives through 1,2‐Pd migration electrophilic C─H arylation. unique reactivity pathway heterocycles while effectively avoiding β‐H elimination typically associated Heck‐type reactions.

Язык: Английский

Процитировано

1

Pd(II)/Cu(I) Co-catalyzed Dual C–H Functionalization of Indoles at C2 and C3 Positions Using Bifunctional Arylsulfonyl Reagents DOI
Jiahui Huang,

Xiujuan Ai,

Shuai Zhou

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Май 20, 2025

A Pd(II)/Cu(I) co-catalyzed dual C-H functionalization strategy enables the one-pot synthesis of C2/C3-difunctionalized indoles using arylsulfonyl reagents. In this method, Cu(I) reduces S(VI) reagents to generate radicals, which react with Pd(II) form electrophilic Ar-Pd(III) intermediates. These intermediates regioselectively arylate at C2 position, followed by Cu(II)-mediated C3 deliver final products. This synergistic method enhances efficiency, waste, and streamlines complex indole functionalization.

Язык: Английский

Процитировано

0