Photoinduced Ligand-to-Metal Charge Transfer (LMCT) of Fe Alkoxide Enabled C-C Bond Cleavage and Amination of Unstrained Cyclic Alcohols

被引：78

作者：

Xue, Ting ^{[1
]}

Zhang, Zongnan ^{[1
]}

Zeng, Rong ^{[1
,2
]}

机构：

[1] Xi An Jiao Tong Univ, Sch Chem, MOE Key Lab Nonequilibrium Synth & Modulat Conden, Xian Key Lab Sustainable Energy Mat Chem, Xian 710049, Peoples R China

[2] Southern Univ Sci & Technol, Guangdong Prov Key Lab Catalysis, Shenzhen 518055, Guangdong, Peoples R China

来源：

ORGANIC LETTERS | 2022年 / 24卷 / 03期

基金：

中国国家自然科学基金;

关键词：

CYCLOBUTANOLS REGIOSPECIFIC SYNTHESIS; FUNCTIONALIZATION; ACTIVATION; COMPLEXES; CYCLOALKANOLS; GENERATION; AZIDES;

D O I：

10.1021/acs.orglett.1c04365

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We report an alkoxy radical process for the C-C bond cleavage and functionalization of unstrained tertiary and secondary cyclic alcohols. In the absence of a chlorine atom, the readily available iron catalysts [Fe(OBu-t)(3) or Fe(acac)(3)/t-BuONa] facilitate alkoxy radical formation via the direct ligand-to-metal charge transfer of Fe alkoxide and further enable the ring opening and amination of cyclic alcohols. The remote amino carbonyl compounds could be obtained with a broad scope in up to excellent yields under the mildly redox-neutral system. Light-driven electron transfer, alkoxy radical formation, and keys to the transformation. subsequent C-C bond cleavage via beta-scission were the keys to the transformation.

引用

页码：977 / 982

页数：6

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