Triflic Acid/Silane Promoted Deoxygenative Transformation of Ketones via Carbocations

被引：5

作者：

Hou, Jianxin ^{[1
]}

Han, Xue ^{[1
]}

Zhang, Yiyi ^{[1
]}

Huang, Jiahui ^{[2
,3
,4
]}

Wang, Jiawei ^{[1
]}

Yuan, Kedong ^{[2
,3
,4
]}

机构：

[1] Tianjin Univ Technol, Sch Mat Sci & Engn, Inst New Energy Mat & Low Carbon Technol, Tianjin Key Lab Adv Funct Porous Mat, Tianjin 300384, Peoples R China

[2] Guangzhou Med Univ, NMPA, Guangzhou Municipal & Guangdong Prov Key Lab Mol T, Guangzhou 511436, Peoples R China

[3] Guangzhou Med Univ, Sch Pharmaceut Sci, State Key Lab Resp Dis, Guangzhou 511436, Peoples R China

[4] Guangzhou Med Univ, Affiliated Hosp 5, Guangzhou 511436, Peoples R China

来源：

ORGANIC LETTERS | 2023年 / 25卷 / 31期

基金：

中国国家自然科学基金;

关键词：

ARYL KETONES; REDUCTIVE DEOXYGENATION; CLEMMENSEN REDUCTION; HYDROGENATION; ACID; CATALYSTS;

D O I：

10.1021/acs.orglett.3c01762

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Deoxygenative transformation of ketones into value-addedproductsoften suffers from precious-metal-based catalysts or complicated operationalconditions. Triflic acid and silane serve as a cooperative reductantto transform ketones via carbocations that undergo & beta;-H eliminationmuch faster than hydride transfer from silane to produce alkenes withhigh selectivity. Alternatively, the presence of indoles would inceptthe protonated ketones to generate carbocations, allowing access toCsp(2)-Csp(3) bond formation with high reactivityand selectivity in "one pot".

引用

页码：5709 / 5713

页数：5

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