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Iron‐Catalyzed Markovnikov Hydration of Unactivated Terminal Alkenes Enabled by Reductive Radical‐Polar Crossover
Author(s) -
Zheng Songzhuo,
Bai Pengtao,
Xiao Yuting,
Zeng Xiaolan,
Song Heng,
Chen ShuYang,
Hou ShuFen,
Liu Yuzan,
Pu Rulan,
Cai Xingwei,
Pan Jianming,
Xu Chen
Publication year - 2025
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202500162
Abstract Herein, we describe a simple and convenient protocol for the Markovnikov oxidation of unactivated olefins to alcohols and ketones using readily available iron salt Fe(acac) 3 as a catalyst, and phenylsilane PhSiH 3 as reducing material. All reactions proceed efficiently at mild conditions with air as terminal oxidant. This transformation has been applied to a variety of substrates, and is distinguished by its simplicity, mild temperatures and broad scope. The alcohols are formed smoothly in up to >80 % isolated yield and with 100 % regioselectivity for secondary alcohols formation, while the corresponding ketones were observed as by‐products.