Synthesis of 2-glycosyl-quinazolines and 5-glycosyl-pyrazolo[1,2-<i>a</i>]cinnolines by Cp*Ir(<scp>iii</scp>)-catalyzed C–H activation/cyclization

A novel strategy for the synthesis of 2-glycosyl-quinazolines and 5-glycosyl-pyrazolo[1,2-<i>a</i>]cinnolines has been established through an Ir-catalyzed C-H activation/annulation process. This approach features mild reaction conditions, exhibits good tolerance to diverse functional groups, and facilitates the stereoselective construction of heterocyclic <i>C</i>-glycosides. Significantly, this method is amenable to the late-stage modification of structurally intricate natural products, thus holding great potential in the field of organic synthesis and pharmaceutical chemistry.

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Publication Details

Journal
Chemical Communications
Published
2025-01-01
DOI
https://doi.org/10.1039/d5cc00265f
Citations
2
Primary Topic
Quinazolinone synthesis and applications
Type
article
Field-Weighted Citation Impact
1.87
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article

Synthesis of 2-glycosyl-quinazolines and 5-glycosyl-pyrazolo[1,2-a]cinnolines by Cp*Ir(iii)-catalyzed C–H activation/cyclization

Shang‐Shi Zhang, Xinfeng Ren, Xu‐Ge Liu, Miaomiao Wen et al.
2 citations
Chemical Communications
Quinazolinone synthesis and applications
1.87
article

Synthesis of 2-glycosyl-quinazolines and 5-glycosyl-pyrazolo[1,2-a]cinnolines by Cp*Ir(iii)-catalyzed C–H activation/cyclization

Shang‐Shi Zhang, Xinfeng Ren, Xu‐Ge Liu, Miaomiao Wen, Deng-Yin Liu, Xin-Yue Hu, Cong-Zhen Zhang
article en
2 citations

Abstract

A novel strategy for the synthesis of 2-glycosyl-quinazolines and 5-glycosyl-pyrazolo[1,2-<i>a</i>]cinnolines has been established through an Ir-catalyzed C-H activation/annulation process. This approach features mild reaction conditions, exhibits good tolerance to diverse functional groups, and facilitates the stereoselective construction of heterocyclic <i>C</i>-glycosides. Significantly, this method is amenable to the late-stage modification of structurally intricate natural products, thus holding great potential in the field of organic synthesis and pharmaceutical chemistry.

Chemical CommunicationsVol. 61(33)
Henan University (CN), Guangdong Pharmaceutical University (CN)
Openalex Percentile: Top 17%
Quinazolinone synthesis and applications
1.87
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