Thiols as Powerful Atom Transfer Catalyst: Opportunities in Photoredox‐Mediated Reactions DOI
Xiaobo Bao,

Wei Yu,

Guoli Wang

et al.

Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 365(14), P. 2299 - 2309

Published: June 12, 2023

Abstract The employing visible light to drive organic transformations is the most promising choice meet needs for green synthesis, in which reactions promoted by may provide a more efficient and greener method. Currently, abundant methods activation functionalization of reaction substrates have relied on direct single‐electron transfer (SET) between excited photocatalyst substrates, these wonderful works were summarized docoumented many reviews. As complement above reactions, photoredox‐mediated atom (photocatalyst‐to‐HAT catalyst‐to‐substrates) generate radical species are showing an explosively growing trend. In this review, we highlight recent significant developments rapidly area, mainly focusing photoinduced base‐to‐substrates charge reactions.

Language: Английский

Photoredox‐Mediated Reaction of gem‐Diborylalkenes: Reactivity Toward Diverse 1,1‐Bisborylalkanes DOI
N. N. Bhuvan Kumar, Nadim Eghbarieh, Tamar Stein

et al.

Chemistry - A European Journal, Journal Year: 2020, Volume and Issue: 26(24), P. 5360 - 5364

Published: March 6, 2020

Abstract The use of gem ‐diborylalkenes as radical‐reactive groups is explored for the first time. These reactions provide an efficient and general method photochemical conversion to rapidly access 1,1‐bisborylalkanes. This exploits a novel photoredox decarboxylative radical addition afford α‐ ‐diboryl carbon‐centered radicals, which benefit from additional stability by virtue interaction with empty p‐orbitals on borons. reaction offers highly modular regioselective approach γ‐amino ‐diborylalkanes. Furthermore, EPR spectroscopy DFT calculations have provided insight into mechanism underlying photochemistry bis‐metalated respectively.

Language: Английский

Citations

42

Organotellurium-catalyzed oxidative deoximation reactions using visible-light as the precise driving energy DOI
Xin Deng,

Rongrong Qian,

Hongwei Zhou

et al.

Chinese Chemical Letters, Journal Year: 2020, Volume and Issue: 32(3), P. 1029 - 1032

Published: Sept. 29, 2020

Language: Английский

Citations

40

1,2‐Boryl Migration Enables Efficient Access to Versatile Functionalized Boronates DOI

Xia‐Min Jiang,

Xinru Liu, Ang Chen

et al.

European Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 2022(9)

Published: Jan. 12, 2022

Abstract Organoboronates are synthetically useful and highly valuable building blocks in synthetic medicinal chemistry. Two‐electron reactions allow for the rapid construction of organoboronates via nucleophilic 1,2‐boron shift boron ate complexes or MIDA‐mediated 1,2‐boryl migration. Radical approaches through neutral boronic esters have been demonstrated to be feasible, providing complementary methods access these privileged scaffolds. In this Review, recent achievements highlighted future opportunities discussed, with an emphasis on different operative modes catalysis reaction pathways.

Language: Английский

Citations

26

Diastereodivergent Synthesis of Cyclopentyl Boronic Esters Bearing Contiguous Fully Substituted Stereocenters DOI

Molly E. Fairchild,

Adam Noble, Varinder K. Aggarwal

et al.

Angewandte Chemie International Edition, Journal Year: 2022, Volume and Issue: 61(35)

Published: May 31, 2022

The synthesis of molecules bearing two or more contiguous, quaternary stereocenters is challenging, owing to the difficulty in controlling stereochemistry whilst simultaneously constructing a sterically congested motif. Herein, we report electrophile-induced ring contractive 1,2-metallate rearrangement 6-membered cyclic alkenyl boronate complexes for cyclopentyl boronic esters fully substituted with high levels stereocontrol. Remarkably, simple variation reaction solvent enabled their diastereodivergent construction facile access complementary diastereomeric pairs. utility our methodology demonstrated asymmetric total (+)-herbertene-1,14-diol.

Language: Английский

Citations

24

Thiols as Powerful Atom Transfer Catalyst: Opportunities in Photoredox‐Mediated Reactions DOI
Xiaobo Bao,

Wei Yu,

Guoli Wang

et al.

Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 365(14), P. 2299 - 2309

Published: June 12, 2023

Abstract The employing visible light to drive organic transformations is the most promising choice meet needs for green synthesis, in which reactions promoted by may provide a more efficient and greener method. Currently, abundant methods activation functionalization of reaction substrates have relied on direct single‐electron transfer (SET) between excited photocatalyst substrates, these wonderful works were summarized docoumented many reviews. As complement above reactions, photoredox‐mediated atom (photocatalyst‐to‐HAT catalyst‐to‐substrates) generate radical species are showing an explosively growing trend. In this review, we highlight recent significant developments rapidly area, mainly focusing photoinduced base‐to‐substrates charge reactions.

Language: Английский

Citations

16