Palladium/norbornene chemistry: an unexpected route to methanocarbazole derivatives via three Csp3-Csp2/Csp3-N/Csp2-N bond formations in a single synthetic sequence

被引：28

作者：

Jafarpour, Farnaz ^{[1
]}

Jalalimanesh, Nafiseh ^{[1
]}

Teimouri, Mahdieh ^{[1
]}

Shamsianpour, Mitra ^{[1
]}

机构：

[1] Univ Tehran, Coll Sci, Sch Chem, Tehran, Iran

来源：

CHEMICAL COMMUNICATIONS | 2015年 / 51卷 / 01期

关键词：

TETRASUBSTITUTED HELICAL ALKENES; PALLADIUM-CATALYZED SYNTHESIS; ONE-STEP SYNTHESIS; C-H AMINATION; ARYL IODIDES; DIRECT ARYLATION; EXPEDITIOUS SYNTHESIS; SOLAR-CELLS; O-TERARYLS; FUNCTIONALIZATION;

D O I：

10.1039/c4cc06789d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A Catellani reaction terminated by palladacycle amination leading to methanocarbazoles is reported. The outcome is the formation of three different Csp(3)-Csp(2)/Csp(3)-N/Csp(2)-N bonds through a Heck reaction/C-H activation/double amination cascade in one process.

引用

页码：225 / 228

页数：4

共 50 条

[21] Formation of Csp2-N bond under metal-catalyst-free conditions for the synthesis of pyridopyrazoloquinazoline derivatives
Li, Chao
Lu, Wen-Qiang
Zhang, Mei-Mei
Wang, Xiang-Shan
MONATSHEFTE FUR CHEMIE, 2016, 147 (04): : 775 - 782
[22] SYNTHESES OF AND RESTRICTED CSP3-CSP2 BOND ROTATION IN TRIPTYCENES THAT CARRY C4-OLEFINIC SUBSTITUENT AT 9-POSITION
OKI, M
TAGUCHI, Y
TOYOTA, S
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1992, 65 (10) : 2616 - 2623
[23] Synergistic palladium/ copper-catalyzed Csp3-Csp2 cross-couplings using aldehydes as latent a-alkoxyalkyl anion equivalents
Takeda, Mitsutaka
Yabushita, Kenya
Yasuda, Shigeo
Ohmiya, Hirohisa
CHEMICAL COMMUNICATIONS, 2018, 54 (50) : 6776 - 6779
[24] Formation and thermodynamic stability of novel methyl-vinyl derivatives of PtIV as possible intermediates for Csp3-Csp2 cross-coupling
Mitchenko, Serge A.
Khazipov, Oleg V.
Mitchenko, Elena S.
Krasnyakova, Tatyana V.
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2014, 752 : 91 - 99
[25] Stereoselective Csp3-Csp2 Bond-Forming Reactions by Transition-Metal-Free Reductive Coupling of Cyclic Tosylhydrazones with Boronic Acids
Plaza, Manuel
Carmen Perez-Aguilar, M.
Valdes, Carlos
CHEMISTRY-A EUROPEAN JOURNAL, 2016, 22 (18) : 6253 - 6257
[26] Organophotocatalyzed E and Z stereoselective Csp3-Csp2 bond forming cross coupling reactions of carboxylic acids with β -aryl-vinyl halides
Huang, He
Zhang, Yueteng
Ji, Peng
Mariano, Patrick S.
Wang, Wei
GREEN SYNTHESIS AND CATALYSIS, 2021, 2 (01): : 27 - 31
[27] Pd-Catalyzed Formal [2+2]-Retrocyclization of Cyclobutanols via 2-Fold Csp3-Csp3 Bond Cleavage
Parra-Garcia, Sergio
Ballester-Ibanez, Marina
Garcia-Lopez, Jose-Antonio
JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (02): : 882 - 886
[28] Reductive Cleavage of the Csp2-Csp3 Bond of Secondary Benzyl Alcohols: Rhodium Catalysis Directed by N-Containing Groups
Chen, Kang
Li, Hu
Lei, Zhi-Quan
Li, Yang
Ye, Wen-He
Zhang, Li-Sheng
Sun, Jian
Shi, Zhang-Jie
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (39) : 9851 - 9855
[29] Copper Acetoacetonate [Cu(acac)2]/BINAP-Promoted Csp3-N Bond Formation via Reductive Coupling of N-Tosylhydrazones with Anilines
Aziz, Jessy
Brion, Jean-Daniel
Hamze, Abdallah
Alami, Mouad
ADVANCED SYNTHESIS & CATALYSIS, 2013, 355 (11-12) : 2417 - 2429
[30] Rh(iii)-Catalyzed Csp2-Csp3 bond alkoxylation of α-indolyl alcohols via C-C σ bond cleavage
Yang, Can
Liu, Zhipeng
Hu, Xinwei
Xie, Haisheng
Jiang, Huanfeng
Zeng, Wei
ORGANIC CHEMISTRY FRONTIERS, 2021, 8 (12) : 2949 - 2954

← 1 2 3 4 5 →