LICP OpenIR  > 羰基合成与选择氧化国家重点实验室(OSSO)
Palladium-catalyzed regiodivergent hydroaminocarbonylation of alkenes to primary amides with ammonium chloride
DepartmentOSSO国家重点实验室
Gao B(高宝)1; Zhang GY(张国营)1; Zhou, Xibing1; Huang HM(黄汉民)1,2; Huang HM(黄汉民)
2018
Source PublicationChemical Science
ISSN2041-6520
Volume9Issue:2Pages:380-386
Abstract

Palladium-catalyzed hydroaminocarbonylation of alkenes for the synthesis of primary amides has long been an elusive aim. Here, we report an efficient catalytic system which enables inexpensive NH4Cl to be utilized as a practical alternative to gaseous ammonia for the palladium-catalyzed alkene-hydroaminocarbonylation reaction. Through appropriate choice of the palladium precursors and ligands, either branched or linear primary amides can be obtained in good yields with good to excellent regioselectivities. Primary mechanistic studies were conducted and disclosed that electrophilic acylpalladium species were capable of capturing the NH2-moiety from ammonium salts to form amides in the presence of CO with NMP as a base.

Subject Area物理化学与绿色催化
DOI10.1039/c7sc04054g
Funding Organizationthe National Natural Science Foundation of China (21672199;21702197);CAS Interdisciplinary Innovation Team, the Fundamental Research Funds for the Central Universities and the Anhui provincial Natural Science Foundation (1708085MB28)
Indexed BySCI
Language英语
compositor第二作者单位
Citation statistics
Cited Times:70[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.licp.cn/handle/362003/23769
Collection羰基合成与选择氧化国家重点实验室(OSSO)
Corresponding AuthorHuang HM(黄汉民)
Affiliation1.Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, Dept Chem, Hefei 230026, Anhui, Peoples R China
2.Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Gansu, Peoples R China
Recommended Citation
GB/T 7714
Gao B,Zhang GY,Zhou, Xibing,et al. Palladium-catalyzed regiodivergent hydroaminocarbonylation of alkenes to primary amides with ammonium chloride[J]. Chemical Science,2018,9(2):380-386.
APA Gao B,Zhang GY,Zhou, Xibing,Huang HM,&黄汉民.(2018).Palladium-catalyzed regiodivergent hydroaminocarbonylation of alkenes to primary amides with ammonium chloride.Chemical Science,9(2),380-386.
MLA Gao B,et al."Palladium-catalyzed regiodivergent hydroaminocarbonylation of alkenes to primary amides with ammonium chloride".Chemical Science 9.2(2018):380-386.
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