Visible light amination/Smiles cascade: access to phthalazine derivatives

被引：99

作者：

Brachet, Etienne ^{[1
]}

Marzo, Leyre ^{[2
]}

Selkti, Mohamed ^{[3
]}

Koenig, Burkhard ^{[2
]}

Belmont, Philippe ^{[1
]}

机构：

[1] Univ Paris 05, USPC, Fac Pharm Paris, UMR CNRS COMETE 8638, 4 Ave Observ, F-75006 Paris, France

[2] Univ Regensburg, Fac Chem & Pharm, Inst Organ Chem, Univ Str 31, D-93053 Regensburg, Germany

[3] Univ Paris 05, USPC, Fac Pharm Paris, UMR CNRS LCRB 8015, 4 Ave Observ, F-75006 Paris, France

来源：

CHEMICAL SCIENCE | 2016年 / 7卷 / 08期

关键词：

C-H AMINATION; PHOTOREDOX; RADICALS; ALKENES; TRANSITION; HYDROAMINATION; REARRANGEMENT; HETEROCYCLES; CYCLIZATION; AMIDATION;

D O I：

10.1039/c6sc01095d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We report the synthesis of various phthalazines via a new cascade reaction, initiated by visible light photocatalysis, involving a radical hydroamination reaction followed by a radical Smiles rearrangement. Phthalazine derivatives are obtained in high yields and from a broad scope readily accessible orthoalkynylsulfonohydrazone precursors. The mild photoredox conditions ensure an excellent functional group tolerance. Application of this strategy to a one-pot protocol starting from the corresponding carbonyl compounds, and subsequent functionalization allow the rapid synthesis of structurally diverse structures.

引用

页码：5002 / 5006

页数：5

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