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Updated: Jul 28, 2025

Preparation of N-2-alkoxyvinylsulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
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Preparation of N-2-alkoxyvinylsulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines

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作为一个网站保护和立体导向组的N-Phthalimide在催化C-H功能化与捐赠者/接受者Carbenes

Ziyi Chen1, Qinyan Cai1, Yannick T Boni1

  • 1Department of Chemistry, Emory University, 1515 Dickey Drive, Atlanta, Georgia 30322, United States.

Organic letters
|May 30, 2023
PubMed
概括

这项研究将催化C-H功能扩展到含分子. 研究人员在不同碳位点确定了选择性反应的最佳催化剂,从而提高了合成能力.

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Directing Effect of Substituents: ortho–para-Directing Groups

Ortho–para directors are substituent groups attached to the benzene ring and direct the addition of an electrophile to the positions ortho or para to the substituent. All electron-donating groups are considered ortho–para directors. They donate electrons to the ring and make the ring more electron-rich. The ring is therefore susceptible to the addition of electrophiles. Substituents such as amino, hydroxy, or alkoxy, containing lone pairs on the atom adjacent to the ring, donate...
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All ortho–para directors, excluding halogens, are activating groups. These groups donate electrons to the ring, making the ring carbons electron-rich. Consequently, the reactivity of the aromatic ring towards electrophilic substitution increases. For instance, the nitration of anisole is about 10,000 times faster than the nitration of benzene. The electron-donating effect of the methoxy group in anisole activates the ortho and para positions on the ring and stabilizes the corresponding...
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