Transition-metal-free nucleophilic 211At-astatination of spirocyclic aryliodonium ylides

Keitaro Matsuoka; Honoka Obata; Kotaro Nagatsu; Masahiro Kojima; Tatsuhiko Yoshino; Mikako Ogawa; Shigeki Matsunaga

doi:10.1039/d1ob00789k

Transition-metal-free nucleophilic ²¹¹At-astatination of spirocyclic aryliodonium ylides

Org Biomol Chem. 2021 Jun 30;19(25):5525-5528. doi: 10.1039/d1ob00789k.

Authors

Keitaro Matsuoka¹, Honoka Obata², Kotaro Nagatsu³, Masahiro Kojima¹, Tatsuhiko Yoshino¹, Mikako Ogawa⁴, Shigeki Matsunaga⁴

Affiliations

¹ Faculty of Pharmaceutical Science, Hokkaido University, Sapporo 060-0812, Japan. tyoshino@pharm.hokudai.ac.jp mogawa@pharm.hokudai.ac.jp smatsuna@pharm.hokudai.ac.jp.
² Faculty of Pharmaceutical Science, Hokkaido University, Sapporo 060-0812, Japan. tyoshino@pharm.hokudai.ac.jp mogawa@pharm.hokudai.ac.jp smatsuna@pharm.hokudai.ac.jp and Department of Advanced Nuclear Medicine Sciences, Institute for Quantum Medical Science, National Institutes for Quantum and Radiological Science and Technology, Chiba, 263-8555, Japan.
³ Department of Advanced Nuclear Medicine Sciences, Institute for Quantum Medical Science, National Institutes for Quantum and Radiological Science and Technology, Chiba, 263-8555, Japan.
⁴ Faculty of Pharmaceutical Science, Hokkaido University, Sapporo 060-0812, Japan. tyoshino@pharm.hokudai.ac.jp mogawa@pharm.hokudai.ac.jp smatsuna@pharm.hokudai.ac.jp and Global Station for Biosurfaces and Drug Discovery, Hokkaido University, Sapporo 060-0812, Japan.

PMID: 34124736
DOI: 10.1039/d1ob00789k

Abstract

The transition-metal-free 211At-astatination of spirocyclic aryliodonium ylides via a nucleophilic aromatic substitution reaction is described. This method enables the preparation of 211At-radiolabeled compounds derived from multi-functionalized molecules and heteroarenes in good to excellent radiochemical yields.

Publication types

Research Support, Non-U.S. Gov't