Preparation, Structure, and Reactivity of Pseudocyclic β-Trifluorosulfonyloxy Vinylbenziodoxolone Derivatives

Preparation, Structure, and Reactivity of Pseudocyclic β-Trifluorosulfonyloxy Vinylbenziodoxolone Derivatives

Bibliographic Details
Parent link:Advanced Synthesis and Catalysis
Vol. 363, iss. 13.— 2021.— [P. 3365-3371]
Corporate Author: Национальный исследовательский Томский политехнический университет Исследовательская школа химических и биомедицинских технологий
Other Authors: Yoshimura A. Akira, Huss Ch. D. Christopher, Mackenzie L. Liebl, Rohde G. L. Gregory, Larson S. M. Scott, Frahm G. B. Gunnar, Mattew W. L. W. Luedtke, Tanner J. Sh. J. Schumacher, Gardner S., Zhdankin V. V. Viktor Vladimirovich, Postnikov P. S. Pavel Sergeevich, Yusubov M. S. Mekhman Suleiman-Ogly (Suleimanovich), Tsugio K. Kitamura, Saito A. Akio
Summary:Title screen
Pseudocyclic β-trifluorosulfonyloxy vinylbenziodoxolones were prepared starting from hydroxybenziodoxolones and alkynes in the presence of trifluoromethanesulfonic acid. The reaction of these compounds with azide anion leads to β-azido vinylbenziodoxolones as products of vinylic nucleophilic substitution in which addition-elimination reactions occur and the double bond configuration is retained. The structures of β-trifluorosulfonyloxy vinylbenziodoxolone and β-azido vinylbenziodoxolone were established by single crystal X-ray diffraction.
Published: 2021
Subjects:
электронный ресурс
труды учёных ТПУ
hypervalent iodine
vinylbenziodoxolones
alkenyliodonium
pseudocyclic
Micheal acceptor
гипервалентный йод
Online Access:https://doi.org/10.1002/adsc.202100341
Format: Electronic Book Chapter
KOHA link:https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=667947
Description
Summary:Title screen
Pseudocyclic β-trifluorosulfonyloxy vinylbenziodoxolones were prepared starting from hydroxybenziodoxolones and alkynes in the presence of trifluoromethanesulfonic acid. The reaction of these compounds with azide anion leads to β-azido vinylbenziodoxolones as products of vinylic nucleophilic substitution in which addition-elimination reactions occur and the double bond configuration is retained. The structures of β-trifluorosulfonyloxy vinylbenziodoxolone and β-azido vinylbenziodoxolone were established by single crystal X-ray diffraction.
DOI:10.1002/adsc.202100341

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