C-H modification of 2-azaadamantane: Synthesis of C5-functionalized AZADOs for advanced use

Yusuke Sasano; Tomohiro Nishiyama; Masaki Tomizawa; Masatoshi Shibuya; Yoshiharu Iwabuchi

doi:10.3987/COM-13-12804

C-H modification of 2-azaadamantane: Synthesis of C5-functionalized AZADOs for advanced use

Yusuke Sasano, Tomohiro Nishiyama, Masaki Tomizawa, Masatoshi Shibuya, Yoshiharu Iwabuchi

PHA - Molecular Pharmaceutical Science

Research output: Contribution to journal › Article › peer-review

Abstract

Regioselective C-H functionalization of N-protected 2-azaadamantane was achieved via a radical-induced bromination. The obtained 5-bromo-2-azaadamantane is readily transformed to arylated/alkylated 2-azaadamantane N-oxyls [AZADOs], which exhibit high catalytic activities for alcohol oxidation.

Original language	English
Pages (from-to)	2109-2118
Number of pages	10
Journal	Heterocycles
Volume	87
Issue number	10
DOIs	https://doi.org/10.3987/COM-13-12804
Publication status	Published - 2013

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title = "C-H modification of 2-azaadamantane: Synthesis of C5-functionalized AZADOs for advanced use",

abstract = "Regioselective C-H functionalization of N-protected 2-azaadamantane was achieved via a radical-induced bromination. The obtained 5-bromo-2-azaadamantane is readily transformed to arylated/alkylated 2-azaadamantane N-oxyls [AZADOs], which exhibit high catalytic activities for alcohol oxidation.",

author = "Yusuke Sasano and Tomohiro Nishiyama and Masaki Tomizawa and Masatoshi Shibuya and Yoshiharu Iwabuchi",

year = "2013",

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language = "English",

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T1 - C-H modification of 2-azaadamantane

T2 - Synthesis of C5-functionalized AZADOs for advanced use

AU - Sasano, Yusuke

AU - Nishiyama, Tomohiro

AU - Tomizawa, Masaki

AU - Shibuya, Masatoshi

AU - Iwabuchi, Yoshiharu

PY - 2013

Y1 - 2013

N2 - Regioselective C-H functionalization of N-protected 2-azaadamantane was achieved via a radical-induced bromination. The obtained 5-bromo-2-azaadamantane is readily transformed to arylated/alkylated 2-azaadamantane N-oxyls [AZADOs], which exhibit high catalytic activities for alcohol oxidation.

AB - Regioselective C-H functionalization of N-protected 2-azaadamantane was achieved via a radical-induced bromination. The obtained 5-bromo-2-azaadamantane is readily transformed to arylated/alkylated 2-azaadamantane N-oxyls [AZADOs], which exhibit high catalytic activities for alcohol oxidation.

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ER -

C-H modification of 2-azaadamantane: Synthesis of C5-functionalized AZADOs for advanced use

Abstract

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