Nanosized CdS as a Reusable Photocatalyst: The Study of Different Reaction Pathways between Tertiary Amines and Aryl Sulfonyl Chlorides through Visible-Light-Induced N-Dealkylation and C–H Activation Processes DOI
Somayeh Firoozi, Mona Hosseini‐Sarvari

The Journal of Organic Chemistry, Journal Year: 2021, Volume and Issue: 86(3), P. 2117 - 2134

Published: Jan. 19, 2021

It has been found that the final products of reaction sulfonyl chlorides and tertiary amines in presence cadmium sulfide nanoparticles under visible light irradiation are highly dependent on applied conditions. Interestingly, with change a condition, different pathways were conducted (visible-light-induced N-dealkylation or sp3 sp2 C–H activation) lead to such as secondary various compounds. Remarkably, all these reactions performed an air atmosphere without any additive oxidant benign solvents solvent-free During this study, CdS affordable, heterogeneous, recyclable photocatalysts designed, successfully synthesized, fully characterized for protocols. studies, intermediates resulting from oxidation trapped during photoinduced electron transfer (PET) process. The was carried out efficiently variety substrates give corresponding at relatively short times good excellent yields parallel use renewable energy source. Most processes novel superior terms cost-effectiveness, safety, simplicity published reports.

Language: Английский

Inexpensive and bench stable diarylmethylium tetrafluoroborates as organocatalysts in the light mediated hydrosulfonylation of unactivated alkenes DOI Creative Commons
Polyssena Renzi, Emanuele Azzi,

Sylvain Ascensio

et al.

Chemical Science, Journal Year: 2023, Volume and Issue: 14(10), P. 2721 - 2734

Published: Jan. 1, 2023

Can a cheap and bench stable salt catalyse the hydrosulfonylation of unactivated alkenes? Yes it does! Just mix diarylmethylium tetrafluoroborate with sulfinate salt, wait for formation adduct turn purple light on it.

Language: Английский

Citations

11
Sulfonyl radical-triggered two/three-component tandem bicyclization of CN-containing 1,6-enynes under transition metal- and base-free conditions DOI

Hui Qiu,

Liu-Bin Li,

Xue‐Er Cai

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(16), P. 4139 - 4145

Published: Jan. 1, 2023

Sulfonyl radical-triggered two/three-component tandem bicyclization of CN-containing 1,6-enynes.

Language: Английский

Citations

11
Oxidant-Assisted Sulfonylation/Cyclization Cascade Synthesis of Alkylsulfonylated Oxindoles via the Insertion of SO2 DOI
Long‐Jin Zhong, Hui Chen, Xuan Shang

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(8), P. 5409 - 5422

Published: April 2, 2024

An oxidant-assisted tandem sulfonylation/cyclization of electron-deficient alkenes with 4-alkyl-substituted Hantzsch esters and Na2S2O5 for the preparation 3-alkylsulfonylated oxindoles under mild conditions in absence a photocatalyst transition metal catalyst is established. The mechanism studies show that alkyl radicals, which come from cleavage C–C bond 4-substituted oxidant conditions, subsequently undergo situ insertion sulfur dioxide to generate crucial alkylsulfonyl radical intermediates. This three-component reaction provides an efficient facile route construction alkylsulfonylated avoids use highly toxic chlorides or hydrazines as sources.

Language: Английский

Citations

4
Copper-Catalyzed N-Directed Distal C(sp3)–H Sulfonylation and Thiolation with Sulfinate Salts DOI

Guang-Le Chen,

Shi-Hui He,

Liang Cheng

et al.

Organic Letters, Journal Year: 2021, Volume and Issue: 23(21), P. 8338 - 8342

Published: Oct. 11, 2021

We herein report a selective and catalytic C(sp3)-H functionalization approach to access amines bearing organo-sulfonyl organo-thiol groups. This reaction proceeds through cascade process of N-radical formation, alkyl radical formation via 1,5-HAT, C-S bond thereby offering series functionalized amines. method could enable primary, secondary, tertiary sulfonylation thiolation also exhibits good functional group tolerance.

Language: Английский

Citations

27
Nanosized CdS as a Reusable Photocatalyst: The Study of Different Reaction Pathways between Tertiary Amines and Aryl Sulfonyl Chlorides through Visible-Light-Induced N-Dealkylation and C–H Activation Processes DOI
Somayeh Firoozi, Mona Hosseini‐Sarvari

The Journal of Organic Chemistry, Journal Year: 2021, Volume and Issue: 86(3), P. 2117 - 2134

Published: Jan. 19, 2021

It has been found that the final products of reaction sulfonyl chlorides and tertiary amines in presence cadmium sulfide nanoparticles under visible light irradiation are highly dependent on applied conditions. Interestingly, with change a condition, different pathways were conducted (visible-light-induced N-dealkylation or sp3 sp2 C–H activation) lead to such as secondary various compounds. Remarkably, all these reactions performed an air atmosphere without any additive oxidant benign solvents solvent-free During this study, CdS affordable, heterogeneous, recyclable photocatalysts designed, successfully synthesized, fully characterized for protocols. studies, intermediates resulting from oxidation trapped during photoinduced electron transfer (PET) process. The was carried out efficiently variety substrates give corresponding at relatively short times good excellent yields parallel use renewable energy source. Most processes novel superior terms cost-effectiveness, safety, simplicity published reports.

Language: Английский

Citations

26