Metal/Peroxide‐Free [5 + 1] Cyclization of 2‐Vinylanilines with <i>tert</i> ‐Butyl Nitrite to Access Diverse Cinnolines

Abstract An efficient metal/peroxide‐free [5 + 1] cyclization of 2‐vinylanilines with TBN was realized to access various cinnolines with high yields. In addition, benzo[ e ]pyrrolo[2,1‐c][1,2,4]triazines could also be obtained by using 2‐(1 H ‐pyrrol‐1‐yl)anilines as the raw materials. This cascade system selected common/low‐cost tert ‐butyl nitrite as the N1 source, which performed broad substrate scopes/simple operation/mild conditions/available scaled up to 1 mmol.

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Publication Details

Journal
ChemistrySelect
Published
2025-02-01
DOI
https://doi.org/10.1002/slct.202405578
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.00

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article

Metal/Peroxide‐Free [5 + 1] Cyclization of 2‐Vinylanilines with tert ‐Butyl Nitrite to Access Diverse Cinnolines

Zejiang Li, Zexuan Liu, Huaqing Liu, Lijun Li et al.
ChemistrySelect
Catalytic C–H Functionalization Methods
article

Metal/Peroxide‐Free [5 + 1] Cyclization of 2‐Vinylanilines with tert ‐Butyl Nitrite to Access Diverse Cinnolines

Zejiang Li, Zexuan Liu, Huaqing Liu, Lijun Li, Qinqin Yan, Yanzhao Zeng
article en

Abstract

Abstract An efficient metal/peroxide‐free [5 + 1] cyclization of 2‐vinylanilines with TBN was realized to access various cinnolines with high yields. In addition, benzo[ e ]pyrrolo[2,1‐c][1,2,4]triazines could also be obtained by using 2‐(1 H ‐pyrrol‐1‐yl)anilines as the raw materials. This cascade system selected common/low‐cost tert ‐butyl nitrite as the N1 source, which performed broad substrate scopes/simple operation/mild conditions/available scaled up to 1 mmol.

ChemistrySelectVol. 10(6)
Hebei University (CN)
National Natural Science Foundation of China, Natural Science Foundation of Hebei Province, Hebei University
Openalex Percentile: Top 98%
Catalytic C–H Functionalization Methods
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