Iridium-Catalyzed Cascade Reaction of Sulfoxonium Ylides with o-Aminoaryl Aldehydes for the Synthesis of 2-Acylindoles

被引：0

作者：

Tong, Yixin ^{[1
]}

Mi, E. ^{[1
]}

Zhou, Li ^{[1
]}

Wang, Xiabin ^{[1
]}

Xiong, Biao ^{[1
]}

机构：

[1] Nantong Univ, Sch Pharm, 19 Qixiu Rd, Nantong 226001, Jiangsu, Peoples R China

来源：

CHEMISTRYSELECT | 2023年 / 8卷 / 40期

基金：

中国国家自然科学基金;

关键词：

2-Acylindoles; Sulfoxonium ylides; Iridium-; catalyzed; N-H Insertion; Annulation; 2-SUBSTITUTED INDOLES; BIOLOGICAL EVALUATION; SULFUR YLIDES; DERIVATIVES; ANNULATION; CYCLOADDITION; ACTIVATION; PYRROLES; POTENT;

D O I：

10.1002/slct.202303078

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

2-Acylindoles possess widespread applications in functional chemicals. However, the convenient and selective synthesis of such important substructures has to date remained a challenge. Herein, a method to achieve 2-acylindoles from sulfoxonium ylides with o-aminoaryl aldehydes catalysed by Iridium has been developed with the merits of broad substrate scope, good functional tolerance, high efficiency and operational simplicity, which provides an alternative way to access functionalized indoles.

引用

页数：5

共 25 条

[1] Iridium-Catalyzed Carbenoid Insertion of Sulfoxonium Ylides for Synthesis of Quinoxalines and β-Keto Thioethers in Water
Xu, Yingying
Huang, Xin
Lv, Guanghui
Lai, Ruizhi
Lv, Songyang
Li, Jianglian
Hai, Li
Wu, Yong
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 2020 (29) : 4635 - 4638
[2] Iridium-Catalyzed Three-component Coupling Reaction of Carbon Dioxide, Amines, and Sulfoxonium Ylides
Jiang, Huanfeng
Zhang, Hao
Xiong, Wenfang
Qi, Chaorong
Wu, Wanqing
Wang, Lu
Cheng, Ruixiang
ORGANIC LETTERS, 2019, 21 (04) : 1125 - 1129
[3] Iridium-Catalyzed Selective B(4)-H Acylmethylation of o-Carboranes with Sulfoxonium Ylides
Zhang, Lin-Bao
Xie, Zuowei
ORGANIC LETTERS, 2022, 24 (06) : 1318 - 1322
[4] Silver-catalyzed cascade reaction of o-aminoaryl compounds with alkynes: an aniline mediated synthesis of 2-substituted quinolines
Li, Hongfeng
Wang, Chengyu
Huang, He
Xu, Xiaolei
Li, Yanzhong
TETRAHEDRON LETTERS, 2011, 52 (10) : 1108 - 1111
[5] Iridium-Catalyzed [4+2] Annulations of β-Keto Sulfoxonium Ylides ando-Phenylenediamines: Mild and Facile Synthesis of Quinoxaline Derivatives
Wang, Xiao-Tong
Song, Jia-Lin
Zhong, Mei
Kang, Hua-Jie
Xie, Hui
Che, Tong
Shu, Bing
Peng, Dongming
Zhang, Luyong
Zhang, Shang-Shi
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 2020 (24) : 3635 - 3639
[6] Ketones and Aldehydes as O-Nucleophiles in Iridium-Catalyzed Intramolecular Asymmetric Allylic Substitution Reaction
Wang, Ye
Zhang, Wen-Yun
You, Shu-Li
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2019, 141 (06) : 2228 - 2232
[7] Iron-catalyzed cascade reaction of ynone with o-aminoaryl compounds: a Michael addition-cyclization approach to 3-carbonyl quinolines
Li, Hongfeng
Xu, Xiaolei
Yang, Jingyu
Xie, Xin
Huang, He
Li, Yanzhong
TETRAHEDRON LETTERS, 2011, 52 (04) : 530 - 533
[8] Silver-Catalyzed Cascade Cyclization Reaction of Isocyanides with Sulfoxonium Ylides: Synthesis of 3-Aminofurans and 4-Aminoquinolines
Liang, Yong-Xin
Yang, Ming
He, Bo-Wen
Zhao, Yu-Long
ORGANIC LETTERS, 2020, 22 (19) : 7640 - 7644
[9] Synthesis of (2H)-Indazoles through Rh(III)-Catalyzed Annulation Reaction of Azobenzenes with Sulfoxonium Ylides
Oh, Hyunjung
Han, Sangil
Pandey, Ashok Kumar
Han, Sang Hoon
Mishra, Neeraj Kumar
Kim, Saegun
Chun, Rina
Kim, Hyung Sik
Park, Jihye
Kim, In Su
JOURNAL OF ORGANIC CHEMISTRY, 2018, 83 (07): : 4070 - 4077
[10] Iridium-Catalyzed Cyclization of o-Aminobenzamides with Unsaturated Aldehydes to Give 2-Alkylquinazolinones through a Hydrogen Autotransfer Process
Zhao, Wei
Ma, Wangjing
Xiao, Tiancun
Li, Feng
CHEMISTRYSELECT, 2017, 2 (13): : 3608 - 3612

← 1 2 3 →