Ligand enabled none-oxidative decarbonylation of aliphatic aldehydes  

作　　者：Bo Li Shihao Liu Wu Fan Xiaotong Shen Jing Xu Suhua Li 

机构地区：[1]School of Chemistry,Sun Yat-Sen University,Guangzhou 510275,China [2]Key Laboratory of Tobacco Flavor Basic Research,Zhengzhou Tobaco Research Institute of CNTC,Zhengzhou 450001,China

出　　处：《Chinese Chemical Letters》2023年第7期107-111,共5页中国化学快报（英文版）

基　　金：financial support from the National Natural Science Foundation of China (No. 21971260);Guangdong Natural Science Funds for Distinguished Young Scholar (No. 2018B030306018);the Program for Guangdong Introducing Innovative and Entrepreneurial Teams (No. 2017ZT07C069);the Pearl River Talent Recruitment Program (No. 2019QN01L111);the Fundamental Research Funds for the Central Universities, Sun Yatsen University (No. 22lglj06);Innovation projects of Zhengzhou tobacco research institute (No. 442020CR0320 to Wu Fan)。

摘　　要：Decarbonylation of aldehydes is a basic organic transformation, which has been developed for more than six-decade. However, as comparing to well-studied aromatic aldehydes, fewer examples for catalytic decarbonylation of aliphatic aldehydes were reported, mainly on simple or special substrates.For α-bulky or highly functionalized ones, stoichiometric Rh(I) were usually required for decent yields.Herein, we present a rare example of Ir(I)-catalyzed direct decarbonylation of α-quaternary aldehydes with broad substrate scope and good functional group compatibility via judicious selection of ligand. Theα-chirality is memorized in this decarbonylation process. In addition, we report a broad-spectrum decarbonylation of α-secondary and α-tertiary aldehydes containing multifunctional groups with an improved Rh(I)/DPPP recipe. Finally, we realized selective decarbonylation of α-tertiary aldehydes in the presence of α-quaternary one via the reactivity differences.

关 键 词：DECARBONYLATION Aliphatic aldehydes RHODIUM IRIDIUM LIGAND 

分 类 号：O623.51[理学—有机化学]