Regioselective Reversal in One-Pot and Two-Step Reaction of 1-(2-Hydroxyphenyl)-Propargyl Alcohols with Aryl/Alkyl Mercaptan: Construction of 3-(Alkylthio)benzofurans and 2-(Alkylthiomethyl)benzofurans Starting from Identical Materials DOI

Yang Zhu,

Guisheng Deng

The Journal of Organic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Дек. 7, 2024

The Cu(MeCN)4PF6-catalyzed reaction of 1-(2-hydroxyphenyl)-propargyl alcohols with aryl/alkyl mercaptan and subsequent treatment K2CO3 only offered 3-(alkylthio)benzofurans, whereas the stoichiometric-exceeding CuI-mediated DIPEA furnished 2-(alkylthiomethyl)benzofurans high selectivity. amount Cu(I) salts plays a key role in selective formation. This unique protocol for construction two series benzofurans containing alkylthio group proved to be suitable broad substrates 1 2 except aliphatic alkynyl alcohols.

Язык: Английский

Dearomatization of Aromatic Compounds: A Decade Review DOI
Jianmin Chen, Wenhao Zhang, Dayun Huang

и другие.

Asian Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Май 28, 2025

Abstract Dearomatization offers an efficient strategy for directly converting arenes into cyclic molecules. In this review, we discuss representative examples of dearomatization reactions through five modes: (1) radical dearomatization, (2) halofunctionalization‐dearomatization, in which three‐membered intermediates were frequently involved, (3) nucleophilic mainly about electron‐rich arenes, (4) oxidative and (5) reductive dearomatization. Compared to heteroarenes, simple benzene are more challenging participate reactions. recent years, fewer reports have focused on benzene. Heteroarenes, inherently or easily activated, tend undergo readily. This review highlights a decade progress including indoles, benzofurans, benzothiophenes, thiophenes, furans, naphthols, naphthalenes, quinolines, pyridines, nitrobenzenes, benzenes. It also analyzes their mechanisms strategies. We hope will aid future research field.

Язык: Английский

Процитировано

0

Regioselective Reversal in One-Pot and Two-Step Reaction of 1-(2-Hydroxyphenyl)-Propargyl Alcohols with Aryl/Alkyl Mercaptan: Construction of 3-(Alkylthio)benzofurans and 2-(Alkylthiomethyl)benzofurans Starting from Identical Materials DOI

Yang Zhu,

Guisheng Deng

The Journal of Organic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Дек. 7, 2024

The Cu(MeCN)4PF6-catalyzed reaction of 1-(2-hydroxyphenyl)-propargyl alcohols with aryl/alkyl mercaptan and subsequent treatment K2CO3 only offered 3-(alkylthio)benzofurans, whereas the stoichiometric-exceeding CuI-mediated DIPEA furnished 2-(alkylthiomethyl)benzofurans high selectivity. amount Cu(I) salts plays a key role in selective formation. This unique protocol for construction two series benzofurans containing alkylthio group proved to be suitable broad substrates 1 2 except aliphatic alkynyl alcohols.

Язык: Английский

Процитировано

1