Copper-catalyzed benzylic C(sp3)-H alkoxylation of heterocyclic compounds

Noriaki Takemura; Yoichiro Kuninobu; Motomu Kanai

doi:10.1039/c4ob00215f

Copper-catalyzed benzylic C(sp³)-H alkoxylation of heterocyclic compounds

Noriaki Takemura, Yoichiro Kuninobu, Motomu Kanai

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

34 Citations (Scopus)

Abstract

We achieved intra- and intermolecular C(sp³)-H alkoxylation of benzylic positions of heteroaromatic compounds using CuBr_n (n = 1, 2)/5,6-dimethylphenanthroline (or 4,7-dimethoxyphenanthroline) and ( ^tBuO)₂ as a catalyst and an oxidant, respectively. The reaction proceeded at both terminal and internal benzylic positions of the alkyl groups. The intramolecular alkoxylation was performed on a gram scale. This journal is

Original language	English
Pages (from-to)	2528-2532
Number of pages	5
Journal	Organic and Biomolecular Chemistry
Volume	12
Issue number	16
DOIs	https://doi.org/10.1039/c4ob00215f
Publication status	Published - Apr 28 2014
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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T1 - Copper-catalyzed benzylic C(sp3)-H alkoxylation of heterocyclic compounds

AU - Takemura, Noriaki

AU - Kuninobu, Yoichiro

AU - Kanai, Motomu

PY - 2014/4/28

Y1 - 2014/4/28

N2 - We achieved intra- and intermolecular C(sp3)-H alkoxylation of benzylic positions of heteroaromatic compounds using CuBrn (n = 1, 2)/5,6-dimethylphenanthroline (or 4,7-dimethoxyphenanthroline) and ( tBuO)2 as a catalyst and an oxidant, respectively. The reaction proceeded at both terminal and internal benzylic positions of the alkyl groups. The intramolecular alkoxylation was performed on a gram scale. This journal is

AB - We achieved intra- and intermolecular C(sp3)-H alkoxylation of benzylic positions of heteroaromatic compounds using CuBrn (n = 1, 2)/5,6-dimethylphenanthroline (or 4,7-dimethoxyphenanthroline) and ( tBuO)2 as a catalyst and an oxidant, respectively. The reaction proceeded at both terminal and internal benzylic positions of the alkyl groups. The intramolecular alkoxylation was performed on a gram scale. This journal is

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Copper-catalyzed benzylic C(sp³)-H alkoxylation of heterocyclic compounds

Abstract

All Science Journal Classification (ASJC) codes

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