Palladium-Catalyzed Asymmetric C-H Activation for the Synthesis of Planar Chiral Ferrocene Sulfonamides

被引：0

作者：

Zhang, Chaowei ^{[1
]}

Xu, Bingbin ^{[1
]}

Liu, Wenlong ^{[1
]}

Zhao, Jing ^{[1
]}

Duan, Weiliang ^{[1
,2
]}

机构：

[1] Yangzhou Univ, Coll Chem & Chem Engn, Yangzhou 225002, Jiangsu, Peoples R China

[2] Inner Mongolia Univ, Coll Chem & Chem Engn, Hohhot 010000, Peoples R China

来源：

CHINESE JOURNAL OF ORGANIC CHEMISTRY | 2025年 / 45卷 / 02期

关键词：

palladium catalysis; plane chirality; ferrocene; sulfonamide; C-H bond activation; ENANTIOSELECTIVE SYNTHESIS; STEREOSELECTIVE SYNTHESES; ORTHO-LITHIATION; SULFANILAMIDE; SILYLATION; ARYLATION; LIGANDS; REDOX; ENTRY;

D O I：

10.6023/cjoc202404002

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Pd-catalyzed asymmetric synthesis of planar chiral ferrocenes by enantioselective intramolecular C-H arylation of N-(2-bromoaryl)-N-alkylferrocenesulfonamide were efficiently achieved in good enantioselectivities (up to 90% ee) and high yields.

引用

页数：10

共 65 条

[31] Synthesis of planar chiral isoquinolinone-fused ferrocenes through palladium-catalyzed C-H functionalization reaction
Liu, Lantao
Liu, Huihui
Zuo, Zhenzhen
Zhang, An-An
Li, Zhongyi
Meng, Tuanjie
Wu, Wei
Hua, Yuanzhao
Mao, Guoliang
[J]. CHINESE CHEMICAL LETTERS, 2021, 32 (01) : 239 - 242
[32] Asymmetric Synthesis of Planar Chiral Ferrocenes by Enantioselective Intramolecular C-H Arylation of N-(2-Haloaryl)ferrocenecarboxamides
Liu, Lantao
Zhang, An-An
Zhao, Rui-Juan
Li, Feng
Meng, Tuan-Jie
Ishida, Naoki
Murakami, Masahiro
Zhao, Wen-Xian
[J]. ORGANIC LETTERS, 2014, 16 (20) : 5336 - 5338
[33] Palladium-catalyzed intramolecular Cp-H bond functionalization/arylation: an enantioselective approach to planar chiral quinilinoferrocenes
Ma, Xinna
Gu, Zhenhua
[J]. RSC ADVANCES, 2014, 4 (68): : 36241 - 36244
[34] STEREOSELECTIVE SYNTHESES .5. CORRELATION OF CENTRAL AND PLANAR CHIRALITY IN FERROCENE DERIVATIVES
MARQUARDING, D
KLUSACEK, H
GOKEL, G
HOFFMANN, P
UGI, I
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1970, 92 (18) : 5389 - +
[35] Marshall EK Jr, 1937, J PHARMACOL EXP THER, V61, P196
[36] Aminoferrocene-Based Prodrugs and Their Effects on Human Normal and Cancer Cells as Well as Bacterial Cells
Marzenell, Paul
Hagen, Helen
Sellner, Leopold
Zenz, Thorsten
Grinyte, Ruta
Pavlov, Valeri
Daum, Steffen
Mokhir, Andriy
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 2013, 56 (17) : 6935 - 6944
[37] Rhodium-Catalyzed Synthesis of Benzosilolometallocenes via the Dehydrogenative Silylation of C(sp2)-H Bonds
Murai, Masahito
Matsumoto, Koji
Takeuchi, Yutaro
Takai, Kazuhiko
[J]. ORGANIC LETTERS, 2015, 17 (12) : 3102 - 3105
[38] Catalytic Enantioselective Transformations Involving C-H Bond Cleavage by Transition-Metal Complexes
Newton, Christopher G.
Wang, Shou-Guo
Oliveira, Caio C.
Cramer, Nicolai
[J]. CHEMICAL REVIEWS, 2017, 117 (13) : 8908 - 8976
[39] Enantioselective ortho-lithiation of substituted ferrocenes
Nishibayashi, Y
Arikawa, Y
Ohe, K
Uemura, S
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (03) : 1172 - 1174
[40] Kinetic Resolution of Allyl Fluorides by Enantioselective Allylic Trifluoromethylation Based on Silicon-Assisted C-F Bond Cleavage
Nishimine, Takayuki
Fukushi, Kazunobu
Shibata, Naoyuki
Taira, Hiromi
Tokunaga, Etsuko
Yamano, Akihito
Shiro, Motoo
Shibata, Norio
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (02) : 517 - 520

← 1 2 3 4 5 6 7 →