Bifunctional Lewis Base-Catalyzed (3 + 2) Cycloadditions of Pyrazolone-Derived MBH Carbonates with Arynes DOI

Laiping Yao,

Yiqiao Gu,

Yuling Wu

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(42), P. 9108 - 9113

Published: Oct. 16, 2024

The (3 + 2) cycloaddition of arynes with allylic ylides remains a formidable challenge because both intermediates are highly reactive and prone to spontaneous quenching. Here, we report pyrazolone MBH carbonates arynes, enabling the efficient synthesis diverse indene-fused spiropyrazolones. key is employing new bifunctional Lewis base catalyst facilitate

Language: Английский

Synthesis of Layered Copper‐based 2D‐MOFs for Enhanced Catalytic Regioselective Phosphorylation of Alkynes and P‐H Bonds DOI Open Access

Shipan Xu,

Biquan Xiong,

Minjing Yuan

et al.

Advanced Synthesis & Catalysis, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 25, 2025

Abstract A functionalized heterogeneous Cu‐based metal‐organic framework (Cu‐2D‐MOF) was synthesized through the reaction of Cu(NO 3 ) 2 ⋅ 3H O with 2,3,5,6‐tetrafluoroterephthalic acid and 4,4′‐bipyridine. The material underwent comprehensive characterization using various techniques, including FT‐IR spectroscopy, N physical adsorption, scanning electron microscopy (SEM), X‐ray photoelectron spectroscopy (XPS). Subsequently, catalytic performance Cu‐2D‐MOFs assessed in hydrophosphorylation aerobic oxidative dehydrogenative coupling reactions involving alkynes P−H bonds. catalyst demonstrated remarkable activity both transformations, effectively yielding a wide variety ( E )‐alkenyl‐phosphoryl alkynyl‐phosphoryl compounds, respectively. Notably, incorporation this MOF facilitated phosphorylation to proceed seamlessly, eliminating necessity for supplementary small molecular organic ligands. Furthermore, ease recovery recyclability simple process. Employing systematic approach sequential control experiments, we have delineated potential transformation pathway consequently hypothesized probable mechanism observed transformation.

Language: Английский

Citations

1
Advancement in Synthetic Strategies of Phosphorus Heterocycles: Recent Progress from Synthesis to Emerging Class of Optoelectronic Materials DOI

Deepika Thakur,

Sushmita Sushmita,

Shivam A. Meena

et al.

The Chemical Record, Journal Year: 2024, Volume and Issue: 24(8)

Published: Aug. 1, 2024

Organophosphorus heterocycles have long been acknowledged for their significant potential across diverse fields, including catalysis, material science, and drug development. Incorporating phosphorus functionalities into organic compounds offers a means to effectively tailor medicinal properties, augment biological responses, enhance selectivity bioavailability. The distinctive physical photoelectric characteristics of phosphorus-containing conjugated garnered considerable interest as promising materials optoelectronics. These find extensive utility in various applications such light-emitting diodes, photovoltaic cells, phosphole-based fluorophores, semiconductors.

Language: Английский

Citations

6
Expedient deaminative phosphorylation and sulfonylation of benzylic tertiary amines enabled by difluorocarbene DOI
Chengbo Li, Yu Guo,

Jianke Su

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(11), P. 3179 - 3185

Published: Jan. 1, 2024

A deaminative functionalization of aliphatic tertiary amines via the cleavage C(sp 3 )–N bonds under transition metal-free conditions was disclosed, which goes through S N 2 reaction with various phosphorus and sulfur nucleophiles.

Language: Английский

Citations

3
Precise synthesis of ortho-deuterated aromatic derivatives: an arylthianthrenium salt-based platform approach DOI

Yunhao Guan,

Peng Xia, Rong Fan

et al.

Chinese Chemical Letters, Journal Year: 2025, Volume and Issue: unknown, P. 111132 - 111132

Published: March 1, 2025

Language: Английский

Citations

0
Rh(III)-Catalyzed Regioselective Alkyne Insertion in the Context of C–H Activation and Lactonization Reactions: Synthesis of Fused 1,2-Oxaphospholenes DOI
Yingying Yang, Menghan Chen,

Qingqing Xuan

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(36), P. 7683 - 7687

Published: Aug. 28, 2024

Herein, we report an expedient synthesis of fused phosphorus-containing heterocycles via Rh-catalyzed cascade C-H activation, alkyne insertion, and lactonization reactions. The substrate scope the group tolerance are good, as various substituted benzoic acids,

Language: Английский

Citations

0
Bifunctional Lewis Base-Catalyzed (3 + 2) Cycloadditions of Pyrazolone-Derived MBH Carbonates with Arynes DOI

Laiping Yao,

Yiqiao Gu,

Yuling Wu

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(42), P. 9108 - 9113

Published: Oct. 16, 2024

The (3 + 2) cycloaddition of arynes with allylic ylides remains a formidable challenge because both intermediates are highly reactive and prone to spontaneous quenching. Here, we report pyrazolone MBH carbonates arynes, enabling the efficient synthesis diverse indene-fused spiropyrazolones. key is employing new bifunctional Lewis base catalyst facilitate

Language: Английский

Citations

0