1,6-Conjugated addition-mediated [4 + 1] annulation: an approach to 2,3-dihydrobenzofurans

Lina Liu; Zhenbo Yuan; Rui Pan; Yuye Zeng; Aijun Lin; Hequan Yao; Yue Huang

doi:10.1039/C7QO00846E

You do not have JavaScript enabled. Please enable JavaScript to access the full features of the site or access our non-JavaScript page.

1,6-Conjugated addition-mediated [4 + 1] annulation: an approach to 2,3-dihydrobenzofurans†

Lina Liu,‡^a Zhenbo Yuan,‡^a Rui Pan,^a Yuye Zeng,^a Aijun Lin,

^a Hequan Yao

*^a and Yue Huang*^b

Author affiliations

* Corresponding authors

^a State Key Laboratory of Natural Medicines (SKLNM) and Department of Medicinal Chemistry, School of Pharmacy, China Pharmaceutical University, Nanjing, P. R. China
E-mail: hyao@cpu.edu.cn

^b Department of Organic Chemistry, School of Science, China Pharmaceutical University, Nanjing, P. R. China
E-mail: yhuang@cpu.edu.cn

Abstract

A formal 1,6-conjugated addition-mediated [4 + 1] annulation of ortho-hydroxyphenyl-substituted para-quinone methides with sulfonium or ammonium bromides has been described. This domino-type process offered an efficient method for the synthesis of 2,3-dihydrobenzofurans in good yields, exhibiting good functional group tolerance, scalability and high diastereoselectivity.

Download options Please wait...

Supplementary files

Article information

DOI: https://doi.org/10.1039/C7QO00846E
Article type: Research Article
Submitted: 18 Sep 2017
Accepted: 06 Nov 2017
First published: 07 Nov 2017

Download Citation

Org. Chem. Front., 2018,5, 623-628

Permissions

Request permissions

1,6-Conjugated addition-mediated [4 + 1] annulation: an approach to 2,3-dihydrobenzofurans

L. Liu, Z. Yuan, R. Pan, Y. Zeng, A. Lin, H. Yao and Y. Huang, Org. Chem. Front., 2018, 5, 623 DOI: 10.1039/C7QO00846E

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Social activity

Fetching data from CrossRef.
This may take some time to load.

Organic Chemistry Frontiers

1,6-Conjugated addition-mediated [4 + 1] annulation: an approach to 2,3-dihydrobenzofurans†

Abstract

Supplementary files

Article information

Download Citation

Permissions

1,6-Conjugated addition-mediated [4 + 1] annulation: an approach to 2,3-dihydrobenzofurans

Social activity

Search articles by author

Spotlight

Advertisements