Selective oxidative β-C–H bond sulfenylation of tetrahydroisoquinolines with elemental sulfur DOI
Tao Guo,

Lei Bi,

Lu Shen

et al.

Organic & Biomolecular Chemistry, Journal Year: 2022, Volume and Issue: 21(1), P. 127 - 131

Published: Dec. 6, 2022

In this article, a convenient and efficient KIO3-promoted oxidative sulfenylation at the β-position of tetrahydroisoquinolines subsequent aromatization in presence elemental S8 is presented. The reaction proceeds with moderate to good yields via double C-S formation process. A wide range structurally diverse 4-sulfenylisoquinolines/3-sulfenylpiperidine were synthesized excellent functional group tolerance high efficiency.

Language: Английский

Carbon–sulfur bond formation via photochemical strategies: An efficient method for the synthesis of sulfur-containing compounds DOI
Daoshan Yang,

Qiuli Yan,

Enjie Zhu

et al.

Chinese Chemical Letters, Journal Year: 2021, Volume and Issue: 33(4), P. 1798 - 1816

Published: Sept. 27, 2021

Language: Английский

Citations

136

An electron donor–acceptor photoactivation strategy for the synthesis of S-aryl dithiocarbamates using thianthrenium salts under mild aqueous micellar conditions DOI
Hao Xu, Xufeng Li, Jie Ma

et al.

Chinese Chemical Letters, Journal Year: 2023, Volume and Issue: 34(11), P. 108403 - 108403

Published: March 30, 2023

Language: Английский

Citations

50

Thianthrenium-Enabled Phosphorylation of Aryl C–H Bonds via Electron Donor–Acceptor Complex Photoactivation DOI
Hao Xu, Xufeng Li,

Yuzheng Dong

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(20), P. 3784 - 3789

Published: May 16, 2023

An efficient strategy for the preparation of aryl phosphonates via blue-light-promoted single electron transfer process an EDA complex between phosphites and thianthrenium salts has been demonstrated. The corresponding substituted were obtained in good to excellent yields, byproduct thianthrene can be recovered reused quantity. This developed method realizes construction through indirect C-H functionalization arenes, which potential application value drug discovery development.

Language: Английский

Citations

43

Synthesis of Sulfur-Containing Trisubstituted Imidazoles by One-Pot, Multicomponent Reaction via Electron Donor–Acceptor Complex Photoactivation DOI

Junze Zuo,

Xufeng Li,

Yongjia Shi

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(17), P. 3541 - 3546

Published: April 24, 2024

Rapid and efficient construction of multifunctionalized skeletons through a one-pot multicompound domino reaction has been recognized as simple practical strategy. Herein, visible-light-enabled three-component isothiocyanates, isocyanides, thianthrenium salt-functionalized arenes is presented, which affords facile approach to sulfur-containing trisubstituted imidazoles in good yields with broad substrate scope excellent functional group tolerance. The byproduct thianthrene recovered quantity, thereby ultimately reducing the production chemical waste. developed methodology potential value for discovery development thioimidazole-based drugs.

Language: Английский

Citations

7

Recent Advances in Visible-Light-Catalyzed C—C Bonds and C—Heteroatom Bonds Formation Using Sulfonium Salts DOI Open Access
Hao Xu, Jie Zhang,

Junze Zuo

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 42(12), P. 4037 - 4037

Published: Jan. 1, 2022

Sulfonium salts are one of the most important class organosulfur (IV) compounds which have a positive charge on sulfur center with three C-S bonds.Because their bench-stable, easy synthesis, broad structural diversity, and rich reactivity, sulfonium playing significant role in synthetic chemistry.In recent years, visible-light promoted photoredox catalysis is rapidly developing into powerful tool for organic synthesis.In this paper, advances different radical type reactions induced by visible light summarized.The formation C-C bond C-X (X=B, N, O, S, Se, Te, F, Cl, I) bonds introduced, applicable scope mechanism some also discussed.Keywords chemistry; salt; light; free reaction 有机硫化合物在合成化学、生物医学和功能有机材 料领域扮演着极其重要的角色 [1] .据统计结果显示, 美 国销量排名前 200 位的药品中, 有 24.8%含有硫元素 [2] .硫原子与同族的氧原子相比, 其半径更大、电负性更低, 使得硫的外电子层更易于接受或提供电子, 显示出独特 的反应活性, 而硫鎓盐是中心硫原子与三个取代基相连 的带正电的有机硫化合物(通式为[R 3 S] + X -).与同族氧 鎓盐相比, 硫鎓盐结构更加多样、热力学稳定性更强、 更易于合成、后处理更加简便 [3] .常见的硫鎓盐的合成方法如 Scheme 1 所示 [4] : (a)通 过二卤代烃与硫醇的亲核取代反应, 该方法制备硫鎓盐 操作简便, 结晶度好且稳定性高, 但主要局限于五元环 和六元环状硫鎓盐的制备.(b)采用硫醚和烷基卤化物通 过分子间亲核取代反应制备硫鎓盐, 该方法是目前应用 有机化学

Language: Английский

Citations

24

100% atom-economical and highly regio- and stereoselective iodosulfenylation of alkynes: a reagentless and sustainable approach to access (E)-β-iodoalkenyl sulfides and (Z)-tamoxifen DOI

Appanapalli N. V. Satyanarayana,

Nilanjana Mukherjee, Tanmay Chatterjee

et al.

Green Chemistry, Journal Year: 2022, Volume and Issue: 25(2), P. 779 - 788

Published: Dec. 27, 2022

A 100% atom-economical iodosulfenylation of alkynes is developed using only iodine and disulfides via the in situ formation corresponding sulfenyl iodide intermediates to access ( E )-β-iodoalkenyl sulfides Z )-tamoxifen.

Language: Английский

Citations

23

Recyclable Carbon Nitride Nanosheet‐Photocatalyzed Aminomethylation of Imidazo[1,2‐a]pyridines in Green Solvent DOI
Tao Shi, Yuting Liu, Shanshan Wang

et al.

Chinese Journal of Chemistry, Journal Year: 2021, Volume and Issue: 40(1), P. 97 - 103

Published: Oct. 5, 2021

Comprehensive Summary An efficient and eco‐friendly carbon nitride nanosheet (NM‐g‐C 3 N 4 )‐catalyzed decarboxylative coupling reaction of imidazo‐fused heterocycles ( i.e ., imidazo[1,2‐ a ]pyridines, benzo[ d ]imidazo[2,1‐ b ]thiazole) with ‐phenylglycines in dimethyl carbonate (DMC) has been developed. The toxic solvents, external oxidants, restricted conditions could be effectively avoided this powerful sustainable protocol. Remarkably, NM‐g‐C straightforwardly recovered by simple centrifugation recycled reused at least 7 times without an obvious decrease catalytic activity.

Language: Английский

Citations

32

Visible-light-enabled ruthenium-catalyzed para-C−H difluoroalkylation of anilides DOI

Yaohang Cheng,

Xian Zhang, Guanghui An

et al.

Chinese Chemical Letters, Journal Year: 2022, Volume and Issue: 34(3), P. 107625 - 107625

Published: June 23, 2022

Language: Английский

Citations

21

Transition Metal‐Free, Free‐Radical Sulfenylation of the α‐C(sp3)−H Bond in Arylacetamides and Its Application Toward 2‐Thiomethyl Benzoxazoles Synthesis DOI

Shanghui Tian,

Chaoli Wang,

Jianhui Xia

et al.

Advanced Synthesis & Catalysis, Journal Year: 2021, Volume and Issue: 363(19), P. 4627 - 4631

Published: July 30, 2021

Abstract This paper reports the transition metal‐free C( sp 3 )−H sulfenylation of arylacetamides by using thiophenols as sulfenyl reagents. The reactions take place in presence only K PO 4 . Control experiments indicate that proceed via a featured sulfur‐centred free radical intermediate. In addition, synthesis 2‐thiomethyl benzoxazoles has been realized p ‐toluenesulfonic acid ( ‐TSA) promoted annulation sulfenylated products. magnified image

Language: Английский

Citations

27

Persulfate promoted tandem radical cyclization of ortho-cyanoarylacrylamides with oxamic acids for construction of carbamoyl quinoline-2,4-diones under metal-free conditions DOI

Qingqing Han,

Yuanyuan Sun,

Shaohui Yang

et al.

Chinese Chemical Letters, Journal Year: 2021, Volume and Issue: 32(11), P. 3632 - 3635

Published: April 19, 2021

Language: Английский

Citations

26