Ruthenium-Catalyzed Decarboxylative C-H Alkenylation in Aqueous Media: Synthesis of Tetrahydropyridoindoles

被引：20

作者：

Jin, Xiao-Yang ^{[1
,2
]}

Xie, Li-Jun ^{[1
,2
]}

Cheng, Hou-Ping ^{[1
,2
]}

Liu, An-Di ^{[1
,2
]}

Li, Xue-Dong ^{[1
,2
]}

Wang, Dong ^{[1
]}

Cheng, Liang ^{[1
,2
]}

Liu, Li ^{[1
,2
]}

机构：

[1] Chinese Acad Sci, Inst Chem, CAS Res Educ Ctr Excellence Mol Sci, CAS Key Lab Mol Recognit & Funct,BNLMS, Beijing 100190, Peoples R China

[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 83卷 / 14期

基金：

北京市自然科学基金; 中国国家自然科学基金; 国家重点研发计划;

关键词：

CARBOXYLIC-ACIDS; DIRECTING GROUP; STEREOSELECTIVE-SYNTHESIS; BOND FUNCTIONALIZATIONS; RECEPTOR ANTAGONISTS; CONJUGATE ADDITION; ACTIVATED ALKENES; TRICYCLIC INDOLES; ORGANIC-SYNTHESIS; WATER;

D O I：

10.1021/acs.joc.8b00229

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We disclose herein a Ru(II)-catalyzed decarboxylative and oxidative coupling of N-substituted indolyl carboxylic acids with broad substrate scope in an aqueous solution. This method provides a sustainable and efficient access to synthesize various indole-fused cyclohexanyl acetic acids under mild conditions.

引用

页码：7514 / 7522

页数：9

共 50 条

[21] Ruthenium-catalyzed ortho alkenylation of aromatic nitriles with activated alkenes via C-H bond activation
Reddy, Mallu Chenna
Jeganmohan, Masilamani
CHEMICAL COMMUNICATIONS, 2015, 51 (53) : 10738 - 10741
[22] Ruthenium-Catalyzed Regioselective C2 Alkenylation of Indoles and Pyrroles via C-H Bond Functionalization
Li, Bin
Ma, Jianfeng
Xie, Weijia
Song, Haibin
Xu, Shansheng
Wang, Baiquan
JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (18): : 9345 - 9353
[23] Ruthenium-Catalyzed Ortho-Selective C-H Alkenylation of Aromatic Compounds with Alkenyl Esters and Ethers
Ogiwara, Yohei
Tamura, Masaru
Kochi, Takuya
Matsuura, Yusuke
Chatani, Naoto
Kakiuchi, Fumitoshi
ORGANOMETALLICS, 2014, 33 (01) : 402 - 420
[24] Ruthenium-Catalyzed C-H Functionalization of Benzoic Acids with Allyl Alcohols: A Controlled Reactivity Switch between C-H Alkenylation and C-H Alkylation Pathways
Kumar, Gangam Srikanth
Chand, Tapasi
Singh, Diksha
Kapur, Manmohan
ORGANIC LETTERS, 2018, 20 (16) : 4934 - 4937
[25] Ruthenium-Catalyzed Cascade C-H Functionalization of Phenylacetophenones
Mehta, Vaibhav P.
Garcia-Lopez, Jose-Antonio
Greaney, Michael F.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (06) : 1529 - 1533
[26] Ruthenium-Catalyzed ortho C-H Borylation of Arylphosphines
Fukuda, Kazuishi
Iwasawa, Nobuharu
Takaya, Jun
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2019, 58 (09) : 2850 - 2853
[27] Ruthenium(II)-catalyzed C-H alkenylation/annulation cascade for the rapid synthesis of benzoimidazoisoindoles
Selvaraju, Manikandan
Wang, Ying-Lien
Sun, Chung-Ming
ORGANIC CHEMISTRY FRONTIERS, 2017, 4 (07): : 1358 - 1362
[28] Ruthenium-Catalyzed Switchable N-H/C-H Alkenylation of 6-Phenyl(dihydro)pyridazinones with Alkynes
Wang, Wei
Liang, Lei
Xu, Fengrong
Huang, Wenjie
Niu, Yan
Sun, Qi
Xu, Ping
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (31) : 6863 - 6867
[29] Ruthenium-Catalyzed Oxidative C-H Bond Alkenylation of 2-Phenylimidazo[1,2-a]pyridine
Sawant, Devesh
Singh, Iqubal
Tulsyan, Gaurav
Abbagani, Kishor
Pardasani, Ram T.
SYNLETT, 2015, 26 (12) : 1671 - 1676
[30] Ruthenium-Catalyzed C-H Allylation of Alkenes with Allyl Alcohols via C-H Bond Activation in Aqueous Solution
Wu, Xiaowei
Ji, Haitao
JOURNAL OF ORGANIC CHEMISTRY, 2018, 83 (19): : 12094 - 12102

← 1 2 3 4 5 →