Iodine(iii)-mediated oxidative intramolecular arene–alkene coupling exemplified in the synthesis of phenanthrenes

文献情報

出版日 2016-01-11

DOI 10.1039/C5QO00361J

インパクトファクター 5.281

著者

Christian Depken, Felix Krätzschmar, Alexander Breder

原文を見る

要旨

An iodine(III)-mediated synthesis of substituted phenanthrenes from ortho-vinylated biaryl derivatives through highly 6-endo-trig selective oxidative intramolecular arene–alkene coupling is reported. The title method allows for the construction of diversely functionalized target compounds under very mild conditions and in yields ranging up to 79%. Preliminary mechanistic investigations indicate that the reaction presumably proceeds via activation of the alkene moiety followed by a Friedel–Crafts-type electrophilic aromatic substitution at the adjacent arene ring.

掲載誌

Organic Chemistry Frontiers

CiteScore: 7.8

自己引用率: 8.7%

年間論文数: 724

Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

Iodine(iii)-mediated oxidative intramolecular arene–alkene coupling exemplified in the synthesis of phenanthrenes

文献情報

おすすめジャーナル

関連文献

Biocompatible and thermo-responsive nanocapsule synthesis through vesicle templating

Improvement of the control over SARA ATRP of 2-(diisopropylamino)ethyl methacrylate by slow and continuous addition of sodium dithionite

One-pot synthesis of POSS-containing alternating copolymers by RAFT polymerization and their microphase-separated nanostructures

How does a tiny terminal alkynyl end group drive fully hydrophilic homopolymers to self-assemble into multicompartment vesicles and flower-like complex particles?

Synthesis of functionalized polyisobutylenes using the propylene epoxide/TiCl4 initiating system

Inside back cover

Engineering the band gap and energy level of conjugated polymers using a second acceptor unit

Contents list

Short peptide based self-assembled nanostructures: implications in drug delivery and tissue engineering

Additions and Corrections

こちらもおすすめ

1-{3-[5-(エチルカルボンイル)-2,4-ジメチル-1H-ピロロール-3-基]プロパニル}ピペリジン-4-カルボン酸について、適用される法規ガイドラインは何ですか？

2,2-二氟-1,3-ベンゾジオキサン-5-カルボキシlic酸とは何ですか？

8-氯-4-色原酮の代替品はありますか？

エチル6,6-ジメチル-4,5,6,7-テトラヒドロ-1H-インドアゼー-3-カルボキシレートとは何ですか？

4-叔丁基-6-氯-嘧啶に適用される法規ガイドラインは何ですか？

維库溴铵杂质Bはどのように合成されますか？

2-(4-氟苄基)-吡咯烷の物理化学的性質は何ですか？

3-喹啉甲醛（2-チロール-8-エチル）は安全ですか？

エチル3-(ヒドロキシメチル)-1H-ピロール-2-カルボキシレートはどのように保存すればよいですか？

哌拉西林杂质Dは安全ですか？

掲載誌

Organic Chemistry Frontiers

おすすめ化合物

Danthron (1,8-Dihydroxyanthraquinone)

3-Bromophenylboronic acid

Zinc bis(O,O-diheptyl phosphorodithioate)

Glycol salicylate

Dimethyl 5-nitroisophthalate

おすすめサプライヤー