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

[11] Iridium-Catalyzed Asymmetric Cascade Allylation/Pictet-Spengler Cyclization Reaction for the Enantioselective Synthesis of 1,3,4-Trisubstituted Tetrahydroisoquinolines
Yang, Wu-Lin
Liu, Tian-Tian
Ni, Tao
Zhu, Bin
Luo, Xiaoyan
Deng, Wei-Ping
ORGANIC LETTERS, 2021, 23 (07) : 2790 - 2796
[12] Iridium-catalyzed cascade dehydrogenation, ring-closure reaction leading to 2,4,6-triaryl-1,3,5-triazines
Gang Shi
Fei He
Youxin Che
Caihua Ni
Ying Li
Russian Journal of General Chemistry, 2016, 86 : 380 - 386
[13] Iridium-catalyzed cascade dehydrogenation, ring-closure reaction leading to 2,4,6-triaryl-1,3,5-triazines
Shi, Gang
He, Fei
Che, Youxin
Ni, Caihua
Li, Ying
RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2016, 86 (02) : 380 - 386
[14] Enantioselective Synthesis of 2,3-Dihydro-1H-benzo[b]azepines: Iridium-Catalyzed Tandem Allylic Vinylation/Amination Reaction
He, Hu
Liu, Wen-Bo
Dai, Li-Xin
You, Shu-Li
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (08) : 1496 - 1499
[15] Iridium-Catalyzed Cage B(4)-Amidation Reaction of o-Carboranes with Dioxazolones: Selective Synthesis of Amidated o-Carboranes and Amidated and Methoxycarbonylated nido-Carboranes
Han, Gi Uk
Baek, Yonghyeon
Lee, Kyungsup
Shin, Seohyun
Noh, Hee Chan
Lee, Phil Ho
ORGANIC LETTERS, 2021, 23 (02) : 416 - 420
[16] Synthesis of β-amino carbonyl compounds via a Zn(OTf)2-catalyzed cascade reaction of anilines with aromatic aldehydes and carbonyl compounds
Yang, Yun-Yun
Shou, Wang-Ge
Wang, Yan-Guang
TETRAHEDRON, 2006, 62 (43) : 10079 - 10086
[17] Iridium-Catalyzed Asymmetric Allylic Etherification and Ring-Closing Metathesis Reaction for Enantioselective Synthesis of Chromene and 2,5-Dihydrobenzo[b]oxepine Derivatives
He, Hu
Ye, Ke-Yin
Wu, Qing-Feng
Dai, Li-Xin
You, Shu-Li
ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (06) : 1084 - 1094
[18] Enantioselective synthesis of 2,5-dihydrobenzo[b]azepine derivatives via iridium-catalyzed asymmetric allylic amination with 2-allylanilines and ring-closing-metathesis reaction
Ye, Ke-Yin
Dai, Li-Xin
You, Shu-Li
ORGANIC & BIOMOLECULAR CHEMISTRY, 2012, 10 (30) : 5932 - 5939
[19] Synthesis of 2,3-disubstituted Benzofuran via HNTf2/TMSOTf Catalyzed Intermolecular Reaction of o-alkenyl phenols and Aldehydes
Tan, Jingyao
Wang, Rui
Xu, Li
Wu, Wenli
Deng, Meijia
Yuan, Wanhong
Li, Li
Lin, Zhihua
ADVANCED SYNTHESIS & CATALYSIS, 2023, 365 (07) : 983 - 989
[20] Gold(I)-Catalyzed and H2O-Mediated Carbene Cascade Reaction of Propargyl Diazoacetates: Furan Synthesis and Mechanistic Insights
Bao, Ming
Qian, Yu
Su, Han
Wu, Bing
Qiu, Lihua
Hu, Wenhao
Xu, Xinfang
ORGANIC LETTERS, 2018, 20 (17) : 5332 - 5335

← 1 2 3 →