Synthesis of Tetracyclic-Fused Dihydroindeno[2,1-<i>b</i>]chromenes via Palladium-Catalyzed Alkyne Insertion and C–H Bond Activation

An unprecedented Pd-catalyzed cascade alkyne insertion/Heck/C-H activation reaction of <i>o</i>-iodophenyl alkenyl ethers and diarylacetylenes has been developed. Diversified tetracyclic-fused dihydroindeno[2,1-<i>b</i>]chromenes bearing a quaternary center were constructed in an efficient, straightforward, and atom-economic way with good to excellent yields. The protocol features high bonding efficiency, operational simplicity, broad substrate scope, and easy scale-up.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2024-12-25
DOI
https://doi.org/10.1021/acs.joc.4c02658
Citations
2
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.50

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article

Synthesis of Tetracyclic-Fused Dihydroindeno[2,1-b]chromenes via Palladium-Catalyzed Alkyne Insertion and C–H Bond Activation

Xumeng Wang, Weiming Hu, Fan Teng, Huayou Hu et al.
2 citations
The Journal of Organic Chemistry
Catalytic C–H Functionalization Methods
0.50
article

Synthesis of Tetracyclic-Fused Dihydroindeno[2,1-b]chromenes via Palladium-Catalyzed Alkyne Insertion and C–H Bond Activation

Xumeng Wang, Weiming Hu, Fan Teng, Huayou Hu, Wenting Wu, Hualan Zhou, Wenting Guo, Xinhui Zhao, Chuanzhou Tao
article en
2 citations

Abstract

An unprecedented Pd-catalyzed cascade alkyne insertion/Heck/C-H activation reaction of <i>o</i>-iodophenyl alkenyl ethers and diarylacetylenes has been developed. Diversified tetracyclic-fused dihydroindeno[2,1-<i>b</i>]chromenes bearing a quaternary center were constructed in an efficient, straightforward, and atom-economic way with good to excellent yields. The protocol features high bonding efficiency, operational simplicity, broad substrate scope, and easy scale-up.

The Journal of Organic ChemistryVol. 90(1)
Anhui University of Traditional Chinese Medicine (CN), Dimensional Imaging (United Kingdom) (GB), Advanced Materials and Technologies (Slovenia) (SI), Huaiyin Normal University (CN), Shanghai Ocean University (CN)
National Natural Science Foundation of China, Natural Science Research of Jiangsu Higher Education Institutions of China, National Key Research and Development Program of China
Industry, innovation and infrastructure
Openalex Percentile: Top 37%
Catalytic C–H Functionalization Methods
0.50
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Synthesis of Tetracyclic-Fused Dihydroindeno[2,1-<i>b</i>]chromenes via Palladium-Catalyzed Alkyne Insertion and C–H Bond Activation — Xumeng Wang, Weiming Hu, et al. · The Journal of Organic Chemistry (2024) | TGRS Research Map | TGRS