Syntheses of Unsymmetric (Sulfoxylidene)ureas from <i>N</i>H-Sulfoximines and Dioxazolones Assisted by 2,2,2-Trifluoroethanol

Ureas and sulfoximines are relevant as natural products and pharmaceuticals. The fusion of these two frameworks results in (sulfoxylidene)ureas. Herein, we present a convenient method to access such compounds from <i>N</i>H-sulfoximines and dioxazolones. The reactions are assisted by 2,2,2-trifluoroethanol (TFE), yielding the desired products in moderate to good yields under mild reaction conditions. The process, which involves a Curtius rearrangement, is characterized by its simplicity and the absence of any additional activator rendering it appealing for applications in medicinal chemistry.

Authors

Institutions

Publication Details

Journal
Organic Letters
Published
2025-03-27
DOI
https://doi.org/10.1021/acs.orglett.5c00512
Citations
4
Primary Topic
Synthesis and Catalytic Reactions
Type
article
Field-Weighted Citation Impact
3.74

Funders

Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

Syntheses of Unsymmetric (Sulfoxylidene)ureas from NH-Sulfoximines and Dioxazolones Assisted by 2,2,2-Trifluoroethanol

Carsten Bolm, Chandan Chittapriya Sahu, Peng Wu, Yijie Hu
4 citations
Organic Letters
Synthesis and Catalytic Reactions
3.74
article

Syntheses of Unsymmetric (Sulfoxylidene)ureas from NH-Sulfoximines and Dioxazolones Assisted by 2,2,2-Trifluoroethanol

Carsten Bolm, Chandan Chittapriya Sahu, Peng Wu, Yijie Hu
article en
4 citations

Abstract

Ureas and sulfoximines are relevant as natural products and pharmaceuticals. The fusion of these two frameworks results in (sulfoxylidene)ureas. Herein, we present a convenient method to access such compounds from <i>N</i>H-sulfoximines and dioxazolones. The reactions are assisted by 2,2,2-trifluoroethanol (TFE), yielding the desired products in moderate to good yields under mild reaction conditions. The process, which involves a Curtius rearrangement, is characterized by its simplicity and the absence of any additional activator rendering it appealing for applications in medicinal chemistry.

Organic LettersVol. 27(14)
RWTH Aachen University (DE)
China Scholarship Council, RWTH Aachen University
Clean water and sanitation
Openalex Percentile: Top 8%
Synthesis and Catalytic Reactions
3.74
AI Navigator

Ask Laika to Summarize, Analyze, and Connect papers live on the map.

Summarize Papers & Methodologies

Extract key findings, datasets, and comparative methods across publications.

Benchmark Rankings & Visual Analytics

Rank top research institutions, authors, funders, topics, and journals by Field-Weighted Citation Impact (FWCI) and paper volume with instant charts.

Connect Distant Disciplines

Bridge topological clusters on the map to find hidden collaborative intersections.

Syntheses of Unsymmetric (Sulfoxylidene)ureas from <i>N</i>H-Sulfoximines and Dioxazolones Assisted by 2,2,2-Trifluoroethanol — Carsten Bolm, Chandan Chittapriya Sahu, et al. · Organic Letters (2025) | TGRS Research Map | TGRS