Hexamethyldisilazane-promoted sonogashira reaction of polyfunctionalized N-containing heterocycles

Masahiko Inouye; Yasuhiro Doi; Junichi Azuchi; Wataru Shirato; Junya Chiba; Hajime Abe

doi:10.3987/COM-10-S(E)89

Hexamethyldisilazane-promoted sonogashira reaction of polyfunctionalized N-containing heterocycles

Masahiko Inouye^*, Yasuhiro Doi, Junichi Azuchi, Wataru Shirato, Junya Chiba, Hajime Abe

^*この論文の責任著者

研究成果: ジャーナルへの寄稿 › 学術論文 › 査読

9 被引用数 (Scopus)

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1,1,1,3,3,3-Hexamethyldisilazane (HMDS) was found to be an efficient solvent for Sonogashira reaction. For the synthesis of C-nucleosides, Sonogashira reaction of ethynyldeoxyriboside with halogenated pyrimidine or pyridine derivatives could be improved by the use of an HMDS-DMF mixed solvent. In situ protection of hydroxy and amino groups by the solvent system may play an important role for the improvement.

本文言語	英語
ページ（範囲）	1137-1141
ページ数	5
ジャーナル	Heterocycles
巻	82
号	2
DOI	https://doi.org/10.3987/COM-10-S(E)89
出版ステータス	出版済み - 2010/02/28

ASJC Scopus 主題領域

分析化学
薬理学
有機化学

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10.3987/COM-10-S(E)89

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title = "Hexamethyldisilazane-promoted sonogashira reaction of polyfunctionalized N-containing heterocycles",

abstract = "1,1,1,3,3,3-Hexamethyldisilazane (HMDS) was found to be an efficient solvent for Sonogashira reaction. For the synthesis of C-nucleosides, Sonogashira reaction of ethynyldeoxyriboside with halogenated pyrimidine or pyridine derivatives could be improved by the use of an HMDS-DMF mixed solvent. In situ protection of hydroxy and amino groups by the solvent system may play an important role for the improvement.",

author = "Masahiko Inouye and Yasuhiro Doi and Junichi Azuchi and Wataru Shirato and Junya Chiba and Hajime Abe",

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language = "英語",

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T1 - Hexamethyldisilazane-promoted sonogashira reaction of polyfunctionalized N-containing heterocycles

AU - Inouye, Masahiko

AU - Doi, Yasuhiro

AU - Azuchi, Junichi

AU - Shirato, Wataru

AU - Chiba, Junya

AU - Abe, Hajime

PY - 2010/2/28

Y1 - 2010/2/28

N2 - 1,1,1,3,3,3-Hexamethyldisilazane (HMDS) was found to be an efficient solvent for Sonogashira reaction. For the synthesis of C-nucleosides, Sonogashira reaction of ethynyldeoxyriboside with halogenated pyrimidine or pyridine derivatives could be improved by the use of an HMDS-DMF mixed solvent. In situ protection of hydroxy and amino groups by the solvent system may play an important role for the improvement.

AB - 1,1,1,3,3,3-Hexamethyldisilazane (HMDS) was found to be an efficient solvent for Sonogashira reaction. For the synthesis of C-nucleosides, Sonogashira reaction of ethynyldeoxyriboside with halogenated pyrimidine or pyridine derivatives could be improved by the use of an HMDS-DMF mixed solvent. In situ protection of hydroxy and amino groups by the solvent system may play an important role for the improvement.

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U2 - 10.3987/COM-10-S(E)89

DO - 10.3987/COM-10-S(E)89

M3 - 学術論文

AN - SCOPUS:79952766418

SN - 0385-5414

VL - 82

SP - 1137

EP - 1141

JO - Heterocycles

JF - Heterocycles

IS - 2

ER -

Hexamethyldisilazane-promoted sonogashira reaction of polyfunctionalized N-containing heterocycles

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