Palladium-Catalyzed C-C Ring Closure in α-Chloromethylimines: Synthesis of 1H-Indoles

被引：2

作者：

Bellezza, Delia ^{[1
]}

Noverges, Barbara ^{[1
]}

Fasano, Francesco ^{[1
]}

Sarmiento, Jeymy T. ^{[1
]}

Medio-Simon, Mercedes ^{[1
]}

Asensio, Gregorio ^{[1
]}

机构：

[1] Univ Valencia, Dept Organ Chem, Ave Vicent Andres Estelles S-N, Valencia, Spain

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 2019卷 / 06期

关键词：

Palladium; C-H activation; Indoles; Ketones; Amines; HALOMETHYL OXIME ETHERS; N-ARYL ENAMINES; OXIDATIVE CYCLIZATION; BOND FORMATION; INDOLES; DERIVATIVES; HETEROCYCLES; KETIMINES; PYRROLES; IMINES;

D O I：

10.1002/ejoc.201801607

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The C-C ring closure of alpha-chloromethyl alkyl or aryl N-aryl imines catalyzed with 1 to 10 % Pd(OAc)(2)/P(p-tolyl)(3) afford efficiently 2-aryl- and 2-alkyl-1H-indoles. The heterocyclization reaction involves the initial formation of [2-(arylimino)ethyl]palladium(II) chloride complexes with subsequent C-H activation of the aromatic amine ring. Readily or commercially available alpha-chloromethyl-aryl or -alkyl ketones are used as the precursors. Functionalized indoles at the benzene ring are obtained when the imines are derived from substituted anilines.

引用

页码：1229 / 1235

页数：7

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