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- Title
Synthesis of [60]Fullerene‐Fused Allylbenzofurans via Palladium‐Catalyzed Migration Reaction<sup>†</sup>.
- Authors
Liu, Tong‐Xin; Yang, Panting; Ma, Nana; Li, Xiaojun; Wang, Xin; Ma, Jinliang; Zhang, Guisheng
- Abstract
Comprehensive Summary: Chemical functionalization of fullerenes has been an important topic in fullerene chemistry. Herein, an unprecedented Pd‐catalyzed migration reaction of [60]fullerene with allyloxy‐tethered aryl iodides is present for the preparation of novel [60]fullerene‐fused allylbenzofurans. The use of 1,2‐bis(diphenylphosphino)benzene (DPPBz) as a ligand is crucial for the success of the transformation. The reaction shows high chemo‐ and regioselectivity, and is flexible with regard to allyl‐migration site, providing a new and efficient approach to rare [60]fullerene‐fused benzofurans. Control experiments disclose that the reaction most probably undergoes a sequential C—O bond cleavage/allyl‐migration/intermolecular cycloaddition cascade process.
- Subjects
ARYL iodides; FULLERENES; BENZOFURANS; SONOGASHIRA reaction; BENZENE; RING formation (Chemistry)
- Publication
Chinese Journal of Chemistry, 2023, Vol 41, Issue 14, p1733
- ISSN
1001-604X
- Publication type
Article
- DOI
10.1002/cjoc.202300046