Palladium‐Catalyzed Heck/Insertion/Decarboxylation Domino Sequence: Synthesis of Dihydrocyclohepta[ de ]naphthalenes | Zendy

He Cai | Zendy; Chen XiangLong | Zendy; Zhuang ShiYi | Zendy; Wu YanDong | Zendy; Tang BoCheng | Zendy; Wu AnXin | Zendy

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Palladium‐Catalyzed Heck/Insertion/Decarboxylation Domino Sequence: Synthesis of Dihydrocyclohepta[ de ]naphthalenes

Author(s) -

He Cai,

Chen XiangLong,

Zhuang ShiYi,

Wu YanDong,

Tang BoCheng,

Wu AnXin

Publication year - 2021

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.202100401

Subject(s) - chemistry , norbornene , palladium , decarboxylation , domino , catalysis , stereochemistry , cascade , sequence (biology) , combinatorial chemistry , organic chemistry , polymer , monomer , chromatography , biochemistry

A Pd‐catalyzed cascade cyclization for the construction of fused dihydrocyclohepta[ de ]naphthalene skeletons was developed. The skeleton was assembled from 3‐iodo‐4 H ‐chromen‐4‐one, norbornene and 8‐bromo‐1‐naphthoic acid. Unlike the classic Catellani reaction, which involves the removal of norbornene, in the present system, norbornene acts as a building block for the construction of rigid nonplanar molecular architectures rather than as an ortho ‐directing transient mediator. This synthesis involves the formation of three C−C bonds via a one‐pot process, and it is compatible of a series of substituents.

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