Copper‐Catalyzed Regioselective Cyanation/Diarylmethylation of Formamides: Construction of α‐Cyano Functionalized Tetra‐Substituted Olefins DOI

Minjing Yuan,

Zikang Li, Weifeng Xu

и другие.

Chinese Journal of Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 14, 2024

Comprehensive Summary A copper‐catalyzed cyanation/diarylmethylation of formamides has been developed for the synthesis α‐cyano functionalized tetra‐substituted olefins by utilizing para ‐quinone methides ( p ‐QMs) and trimethylcyanosilane as functionalization sources. Various kinds ‐QMs are well tolerated, delivering desired products with 72%—94% yields, demonstrating broad functional group tolerance. Notably, reaction does not require noble metals proceeds regioselectively under mild conditions. Based on step‐by‐step control experiments, Hammett studies DFT calculation, a plausible mechanism is proposed.

Язык: Английский

Copper‐Catalyzed Cascade Phosphorodithiolation/Cyclization of β‐Ketodinitriles: Organic Transformation of P4S10 DOI

Minjing Yuan,

Longzhi Zhu, Weifeng Xu

и другие.

Chinese Journal of Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Май 27, 2025

Comprehensive Summary An innovative approach to synthesizing pyrrole‐functionalized phosphorodithioates via a copper‐catalyzed cascade phosphorodithiolation/cyclization of β‐ketodinitriles is disclosed. This method employs tetraphosphorus decasulfide (P 4 S 10 ) as phosphorus source, activated by alcohols under mild conditions. A wide range and are well‐tolerated, affording the desired products with good excellent yields, underscoring broad functional group compatibility. Notably, this process eschews need for noble metal catalysts, aligning green chemistry principles enabling direct sustainable transformation from inorganic organic phosphorus. Furthermore, synthesized demonstrate potent antibacterial properties against Staphylococcus aureus .

Язык: Английский

Процитировано

0

Pd-catalyzed 5-exo-dig cyclization/etherification cascade of N-propargyl arylamines for the synthesis of polysubstituted furans DOI

Mengru Li,

Meng-Yao Zheng,

Dong‐Chao Wang

и другие.

Chemical Communications, Год журнала: 2024, Номер 60(60), С. 7721 - 7724

Опубликована: Янв. 1, 2024

A method for the synthesis of furans bearing indoline skeletons was developed

Язык: Английский

Процитировано

0

Iron-Catalyzed Cross-Dehydrogenative Coupling of para-Quinone Methides with Formamides: In Situ Activation of C(sp2)–H Bonds DOI

Minjing Yuan,

Zikang Li,

Wenli Shang

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(22), С. 16663 - 16678

Опубликована: Ноя. 1, 2024

A novel and straightforward method for the iron-catalyzed regioselective cross-dehydrogenative coupling of para-quinone methides (p-QMs) with formamides has been developed, facilitated by in situ activation C(sp2)–H bonds formyl alkenyl substituents via a radical strategy. This does not require preactivation substrates, it can accommodate wide range p-QMs under optimized reaction conditions, resulting formation expected C-7 acetamides-functionalized moderate to good yields. The control experiments revealed that follows fundamental equation second-order kinetics. Additionally, an exploration Hammett effect was undertaken elucidate impact reaction. In combination DFT calculation, plausible mechanism proposed through meticulously controlled experiments.

Язык: Английский

Процитировано

0

Copper‐Catalyzed Regioselective Cyanation/Diarylmethylation of Formamides: Construction of α‐Cyano Functionalized Tetra‐Substituted Olefins DOI

Minjing Yuan,

Zikang Li, Weifeng Xu

и другие.

Chinese Journal of Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 14, 2024

Comprehensive Summary A copper‐catalyzed cyanation/diarylmethylation of formamides has been developed for the synthesis α‐cyano functionalized tetra‐substituted olefins by utilizing para ‐quinone methides ( p ‐QMs) and trimethylcyanosilane as functionalization sources. Various kinds ‐QMs are well tolerated, delivering desired products with 72%—94% yields, demonstrating broad functional group tolerance. Notably, reaction does not require noble metals proceeds regioselectively under mild conditions. Based on step‐by‐step control experiments, Hammett studies DFT calculation, a plausible mechanism is proposed.

Язык: Английский

Процитировано

0