Expedient Iron-Catalyzed C-H Allylation/ Alkylation by Triazole Assistance with Ample Scope

被引：156

作者：

Cera, Gianpiero ^{[1
]}

Haven, Tobias ^{[1
]}

Ackermann, Lutz ^{[1
]}

机构：

[1] Univ Gottingen, Inst Organ & Biomol Chem, Tammannstr 2, D-37077 Gottingen, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2016年 / 55卷 / 04期

基金：

欧洲研究理事会;

关键词：

alkylation; allylation; C-H activation; iron; triazoles; LATE-STAGE DIVERSIFICATION; CARBON-CARBON BONDS; COUPLING REACTIONS; ARYLATION; CARBOXAMIDES; HYDROGEN; FUNCTIONALIZATION; ACTIVATION; C(SP(2))-H; ARENES;

D O I：

10.1002/anie.201509603

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Triazole assistance set the stage for a unified strategy for the iron-catalyzed C-H allylation of arenes, heteroarenes, and alkenes with ample scope. The versatile catalyst also proved competent for site-selective methylation, benzylation, and alkylation with challenging primary and secondary halides. Triazole-assisted C-H activation proceeded chemo-, site-, and diastereo-selectively, and the modular TAM directing group was readily removed in a traceless fashion under exceedingly mild reaction conditions.

引用

页码：1484 / 1488

页数：5

共 50 条

[31] Iron-catalyzed arene C-H hydroxylation
Cheng, Lu
Wang, Huihui
Cai, Hengrui
Zhang, Jie
Gong, Xu
Han, Wei
SCIENCE, 2021, 374 (6563) : 77 - +
[32] Iron-Catalyzed C-H Bond Activation
Ilies, Laurean
Nakamura, Eiichi
C-H BOND ACTIVATION AND CATALYTIC FUNCTIONALIZATION II, 2016, 56 : 1 - 18
[33] Palladium-catalyzed direct C-H allylation of indoles derivatives with allyltrimethylsilanes
Wang, Lun
He, Yuanhao
Li, Zhi
Zhang, Linchun
Fan, Baoming
Zhao, Fen
Chen, Minghong
TETRAHEDRON LETTERS, 2023, 129
[34] ortho-Allylation of 1-Arylpyrazoles with Allyl Phenyl Ether via Iron-Catalyzed C-H Bond Activation under Mild Conditions
Asako, Sobi
Norinder, Jakob
Ilies, Laurean
Yoshikai, Naohiko
Nakamura, Eiichi
ADVANCED SYNTHESIS & CATALYSIS, 2014, 356 (07) : 1481 - 1485
[35] Cobalt-Catalyzed C-H Functionalizations by Imidate Assistance with Aryl and Alkyl Chlorides
Mei, Ruhuai
Ackermann, Lutz
ADVANCED SYNTHESIS & CATALYSIS, 2016, 358 (15) : 2443 - 2448
[36] Iron-Catalyzed Chemoselective ortho Arylation of Aryl Imines by Directed C-H Bond Activation
Yoshikai, Naohiko
Matsumoto, Arimasa
Norinder, Jakob
Nakamura, Eiichi
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (16) : 2925 - 2928
[37] Ruthenium(II)-catalyzed cross-dehydrogenative C-H alkenylations by triazole assistance
Tirler, Carina
Ackermann, Lutz
TETRAHEDRON, 2015, 71 (26-27) : 4543 - 4551
[38] Cyclometallated Iron(II) Alkoxides in Iron-Catalyzed C-H Activations by Weak O-Carbonyl Chelation
Messinis, Antonis M.
Oliveira, Joao C. A.
Stueckl, A. Claudia
Ackermann, Lutz
ACS CATALYSIS, 2022, 12 (09) : 4947 - 4960
[39] C-H Functionalization via Iron-Catalyzed Carbene-Transfer Reactions
Empel, Claire
Jana, Sripati
Koenigs, Rene M.
MOLECULES, 2020, 25 (04):
[40] Iron-catalyzed C-H/N-H activation by triazole guidance: versatile alkyne annulation
Cera, G.
Haven, T.
Ackermann, L.
CHEMICAL COMMUNICATIONS, 2017, 53 (48) : 6460 - 6463

← 1 2 3 4 5 →