Transient Protection of Organic Azides from Click Reactions with Alkynes by Phosphazide Formation

Tomohiro Meguro; Suguru Yoshida; Kazunobu Igawa; Katsuhiko Tomooka; Takamitsu Hosoya

doi:10.1021/acs.orglett.8b01692

Transient Protection of Organic Azides from Click Reactions with Alkynes by Phosphazide Formation

Tomohiro Meguro, Suguru Yoshida, Kazunobu Igawa, Katsuhiko Tomooka, Takamitsu Hosoya

分子集積化学部門

研究成果: ジャーナルへの寄稿 › 学術誌 › 査読

36 被引用数 (Scopus)

抄録

A method for protecting organic azides from click reactions with alkynes is reported. Treatment of azides with Amphos affords phosphazides, which are stable under click reaction conditions and are easily converted back to azides by treatment with elemental sulfur. Thus, the method allows for facile modification of azide compounds via site-selective click reactions.

本文言語	英語
ページ（範囲）	4126-4130
ページ数	5
ジャーナル	Organic letters
巻	20
号	13
DOI	https://doi.org/10.1021/acs.orglett.8b01692
出版ステータス	出版済み - 7月 6 2018

!!!All Science Journal Classification (ASJC) codes

生化学
物理化学および理論化学
有機化学

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10.1021/acs.orglett.8b01692

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title = "Transient Protection of Organic Azides from Click Reactions with Alkynes by Phosphazide Formation",

abstract = "A method for protecting organic azides from click reactions with alkynes is reported. Treatment of azides with Amphos affords phosphazides, which are stable under click reaction conditions and are easily converted back to azides by treatment with elemental sulfur. Thus, the method allows for facile modification of azide compounds via site-selective click reactions.",

author = "Tomohiro Meguro and Suguru Yoshida and Kazunobu Igawa and Katsuhiko Tomooka and Takamitsu Hosoya",

note = "Publisher Copyright: Copyright {\textcopyright} 2018 American Chemical Society.",

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doi = "10.1021/acs.orglett.8b01692",

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AU - Meguro, Tomohiro

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AU - Igawa, Kazunobu

AU - Tomooka, Katsuhiko

AU - Hosoya, Takamitsu

PY - 2018/7/6

Y1 - 2018/7/6

N2 - A method for protecting organic azides from click reactions with alkynes is reported. Treatment of azides with Amphos affords phosphazides, which are stable under click reaction conditions and are easily converted back to azides by treatment with elemental sulfur. Thus, the method allows for facile modification of azide compounds via site-selective click reactions.

AB - A method for protecting organic azides from click reactions with alkynes is reported. Treatment of azides with Amphos affords phosphazides, which are stable under click reaction conditions and are easily converted back to azides by treatment with elemental sulfur. Thus, the method allows for facile modification of azide compounds via site-selective click reactions.

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Transient Protection of Organic Azides from Click Reactions with Alkynes by Phosphazide Formation

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!!!All Science Journal Classification (ASJC) codes

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