Issue 10, 2022
From the journal:

Organic Chemistry Frontiers

Tandem [5 + 1]/[8 + 2] cycloaddition reactions involving phosphiranes and tropones: facile access to 6,5,7-fused tricyclic skeletons†

Mingyue Cui,a   Juan Li,a   Rongqiang Tian ORCID logo *a  and  Zheng Duan ORCID logo *a  

* Corresponding authors

a College of Chemistry, Green Catalysis Center, International Phosphorus Laboratory, International Joint Research Laboratory for Functional Organophosphorus Materials of Henan Province, Zhengzhou University, No. 100 Science Avenue, Zhengzhou, Henan, China
E-mail: tianrq@zzu.edu.cn, duanzheng@zzu.edu.cn

Abstract

Tandem [5 + 1] carbonyl cyclization/[8 + 2] cycloaddition reactions of tropones and phosphiranes were developed as a straightforward synthetic method to synthesize structurally complex 6,5,7-fused tricyclic scaffolds. This one-pot reaction has excellent regio- and periselectivity. The P–O bond was formed exclusively. The highly reactive C[double bond, length as m-dash]P bond enabled the high-order [8 + 2] cycloaddition of tropones.

Graphical abstract: Tandem [5 + 1]/[8 + 2] cycloaddition reactions involving phosphiranes and tropones: facile access to 6,5,7-fused tricyclic skeletons

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Article information

DOI
https://doi.org/10.1039/D2QO00386D
Article type
Research Article
Submitted
09 Mar 2022
Accepted
07 Apr 2022
First published
09 Apr 2022

Org. Chem. Front., 2022,9, 2753-2758

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Tandem [5 + 1]/[8 + 2] cycloaddition reactions involving phosphiranes and tropones: facile access to 6,5,7-fused tricyclic skeletons

M. Cui, J. Li, R. Tian and Z. Duan, Org. Chem. Front., 2022, 9, 2753 DOI: 10.1039/D2QO00386D

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