Lewis Base Catalyzed C−S Bond Formation Through Methyl C(sp3)‐H Thiocyanation of Indoles DOI

Qumruddeen,

Dileep Kumar,

Jobsy Jose

и другие.

Asian Journal of Organic Chemistry, Год журнала: 2023, Номер 13(3)

Опубликована: Дек. 16, 2023

Abstract A Lewis base catalyzed C−S bond formation through thiocyanation of methyl C(sp 3 )−H is reported. The method involves a sequential chlorination and reaction. This simple yet effective protocol works with diverse array indoles to furnish thiocyanated products in good yield (up 85 %). developed also applied for the synthesis phercaptoline (hypotensive agent) umifenovir (antiviral drug).

Язык: Английский

Visible-light-induced C–S bond formation of pyrazolin-5-ones with thioureas to pyrazol-4-yl carbamimidothioates DOI
Renhua Zheng, Haichang Guo, Xiu-Rong Hu

и другие.

Molecular Catalysis, Год журнала: 2025, Номер 580, С. 115086 - 115086

Опубликована: Апрель 8, 2025

Язык: Английский

Процитировано

0
Visible-Light-Promoted Aerobic α-Thiocyanation of Carbonyl Compounds with Ammonium Thiocyanate DOI
Yakun Wang, Jie Liu, Yingying Wang

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(5), С. 3453 - 3470

Опубликована: Фев. 9, 2024

In the present study, we successfully developed an efficient thiocyanation of carbonyl compounds by using low-toxicity and inexpensive ammonium thiocyanate as source under visible light in air (O2) at room temperature. This unified strategy is very facile for various compound derivatives (β-keto esters, β-keto amides, pyrazo-5-ones, isoxazol-5-ones, etc.). More importantly, reaction proceeded smoothly without addition a photocatalyst strong oxidant, ultimately minimizing production chemical waste. Furthermore, this green sustainable synthetic chemistry can be used late-stage functionalization (LSF) biorelevant compounds, which offers unique opportunities to achieve smooth clean drugs mild conditions.

Язык: Английский

Процитировано

2
Pushing Boundaries: What’s Next in Metal-Free C–H Functionalization for Sulfenylation? DOI
Payal Rani, Sandhya Chahal,

Rajvir Singh

и другие.

Topics in Current Chemistry, Год журнала: 2024, Номер 382(2)

Опубликована: Апрель 12, 2024

Язык: Английский

Процитировано

1
N‐Chlorosuccinimide Mediated Direct C−H Thiocyanation of 1‐Aryl‐5‐pyrazolones at Room Temperature DOI
Ronak V. Prajapati, Vaibhav D. Prajapati, Vishal B. Purohit

и другие.

ChemistrySelect, Год журнала: 2023, Номер 8(22)

Опубликована: Июнь 13, 2023

Abstract A facile synthetic protocol has been established for the N ‐chlorosuccinimide (NCS) promoted direct C−H thiocyanation of 1‐aryl‐5‐pyrazolones via in situ‐ generated electrophilic thiocyanating agent at room temperature. The current features easy performance, mild conditions and short reaction time using readily available starting materials. DFT studies suggested that ionic process is likely to be involved this transformation yielding targeted product with most stable enaminone form as favoured tautomer.

Язык: Английский

Процитировано

2
Lewis Base Catalyzed C−S Bond Formation Through Methyl C(sp3)‐H Thiocyanation of Indoles DOI

Qumruddeen,

Dileep Kumar,

Jobsy Jose

и другие.

Asian Journal of Organic Chemistry, Год журнала: 2023, Номер 13(3)

Опубликована: Дек. 16, 2023

Abstract A Lewis base catalyzed C−S bond formation through thiocyanation of methyl C(sp 3 )−H is reported. The method involves a sequential chlorination and reaction. This simple yet effective protocol works with diverse array indoles to furnish thiocyanated products in good yield (up 85 %). developed also applied for the synthesis phercaptoline (hypotensive agent) umifenovir (antiviral drug).

Язык: Английский

Процитировано

1