Please use this identifier to cite or link to this item: https://hdl.handle.net/10356/144024
Title: Stereocontrolled synthesis of halovinylbenziodoxoles by hydro- and iodochlorination of ethynylbenziodoxoles
Authors: Wu, Junliang
Deng, Xiaozhou
Yoshikai, Naohiko
Keywords: Science::Chemistry
Issue Date: 2019
Source: Wu, J., Deng, X., & Yoshikai, N. (2019). Stereocontrolled synthesis of halovinylbenziodoxoles by hydro- and iodochlorination of ethynylbenziodoxoles. Chemistry – A European Journal, 25(33), 7839-7842. doi:10.1002/chem.201901543
Journal: Chemistry – A European Journal
Abstract: We report herein the synthesis of highly substituted and stereochemically well‐defined vinylbenziodoxole (VBX) derivatives through hydrochlorination and iodochlorination of ethynylbenziodoxoles. The hydrochlorination is achieved using pyridine hydrochloride as an HCl source in an anti‐fashion under mild, open‐air conditions to afford a 2‐chlorinated VBX product, which serves as a useful building block for the stereoselective synthesis of trisubstituted alkenes. Meanwhile, iodochlorination with iodine monochloride proceeds in an unusual syn‐pathway, stereoselectively affording a tetrasubstituted VBX derivative.
URI: https://hdl.handle.net/10356/144024
ISSN: 0947-6539
DOI: 10.1002/chem.201901543
Rights: This is the accepted version of the following article: Wu, J., Deng, X., & Yoshikai, N. (2019). Stereocontrolled synthesis of halovinylbenziodoxoles by hydro- and iodochlorination of ethynylbenziodoxoles. Chemistry – A European Journal, 25(33), 7839-7842. doi:10.1002/chem.201901543, which has been published in final form at http://doi.org/10.1002/chem.201901543. This article may be used for non-commercial purposes in accordance with the Wiley Self-Archiving Policy [https://authorservices.wiley.com/authorresources/Journal-Authors/licensing/self-archiving.html].
Fulltext Permission: open
Fulltext Availability: With Fulltext
Appears in Collections:SPMS Journal Articles

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