A four-component reaction to access 3,3-disubstituted indolines via the palladium–norbornene-catalyzed ortho amination/ipso conjunctive coupling

文献情報

出版日 2023-12-14

DOI 10.1039/D3SC06409C

インパクトファクター 9.825

著者

Alexander J. Rago, Rong Ye, Xin Liu, Guangbin Dong

原文を見る

要旨

As an important class of multicomponent reactions, the palladium/norbornene (Pd/NBE) cooperative catalysis has been mainly restricted to the coupling of an aryl halide, an electrophile and a nucleophile. Here, we report the development of a Pd/NBE-catalyzed four-component reaction, which involves ortho C–H amination/ipso conjunctive coupling using an alkene and an external nucleophile. The use of alkene-tethered nitrogen electrophiles provides a rapid and modular synthesis of 3,3-disubstituted indolines from readily available aryl iodides. The reaction exhibits broad functional group tolerance, and its utility is exemplified in a streamlined formal synthesis of a rhodamine dye. Preliminary results of the asymmetric version of this reaction have also been obtained.

掲載誌

Chemical Science

CiteScore: 14.4

自己引用率: 3.9%

年間論文数: 1413

Our journal has a wide-ranging scope which covers the full breadth of the chemical sciences. The research we publish contains the sorts of novel ideas, challenging questions and progressive thinking that bring undiscovered breakthroughs within reach. Your paper could focus on a single area, or cross many. It could be beyond the accepted bounds of the chemical sciences. It might address an immediate challenge, contribute to a future breakthrough or be wholly conceptual. We’re a team from every field of the chemical sciences, and know from experience that breakthroughs that drive the solutions to global challenges can come from anywhere, at any time. You could even start an entirely new area of research. Too bold? Too progressive? No such thing

A four-component reaction to access 3,3-disubstituted indolines via the palladium–norbornene-catalyzed ortho amination/ipso conjunctive coupling

文献情報

おすすめジャーナル

関連文献

Structural characterization of nucleotide 5′-triphosphates by infrared ion spectroscopy and theoretical studies

Tuning phase transitions of aqueous protein solutions by multivalent cations

Temperature dependence of the violation of Purcell's theorem experienced by a folding molecular motor

DFT studies on quantum mechanical tunneling in tautomerization of three-membered rings

Quantification of hyperpolarisation efficiency in SABRE and SABRE-Relay enhanced NMR spectroscopy

Dynamics changes of CRISPR-Cas9 systems induced by high fidelity mutations

Double-zigzag boron chain-enhanced Vickers hardness and manganese bilayers-induced high d-electron mobility in Mn3B4

Monte Carlo simulation on the dynamics of a semi-flexible polymer in the presence of nanoparticles

Interfacial barriers to gas transport in zeolites: distinguishing internal and external resistances

The role of potassium in the activation of oxygen to promote nitric oxide oxidation on honeycomb-like h-BN(001) surfaces

こちらもおすすめ

間溴苯甲酰腈の市場動向や研究トレンドはどうですか？

去磺基萝卜硫苷とは何ですか？

Methyl 2-amino-5-(trifluoromethyl)benzoateに適用される法規ガイドラインは何ですか？

3-ブロモ-1,3,4,5-四水化-2H-1-ベンザアゼピン-2-オンは安全ですか？

三氟甲基ピリジン-2-甲アミン塩酸塩は安全ですか？

1-エチル-4-(4-硝基フェニル)ピペリジンは安全ですか？

1,1-ジメトキシプロパン-2-オンは安全ですか？

コバルト(II) 3,3'-{[(1S,2S)-1,2-ジメチルフENCYCLICALE-1,2-エチエンジイル]ビス[ニトロリルメチルイリデン]}ビス[4-オキソ-2-ペンテン-2-olate]について「に適用される法規ガイドラインは何ですか？

「カーバミル酸, N-[8-[[2-[[2-(2,6-ジオキソ-3-ピペリジニル)-2,3-ジオキソ-1,3-ジヒドロ-1H-イソイソインドール-4-イルオキシ]アセチル]アミノ]オクチル]-1,1-ジメチレチルエステル」はどのように保存すればよいですか？

FMoc-D-4-Aph(tBu-CbM)-OHはどのように保存すればよいですか？

掲載誌

Chemical Science

おすすめ化合物

N,O-Diacetyl-L-tyrosine

6-Bromo-1-methyl-1H-indazole

1,1'-[(E)-1,2-Ethenediyl]bis(4-bromobenzene)

3,3-Dimethoxy-2-butanone

Methyl 4-cyano-3-fluorobenzoate

おすすめサプライヤー