Thiophene-Fused Heteroaromatic Systems Enabled by Internal Oxidant-Induced Cascade Bis-Heteroannulation

被引：76

作者：

Huang, Huawen ^{[1
]}

Xu, Zhenhua ^{[1
]}

Ji, Xiaochen ^{[1
]}

Li, Bin ^{[1
]}

Deng, Guo-Jun ^{[1
]}

机构：

[1] Xiangtan Univ, Key Lab Environmentally Friendly Chem & Applicat, Key Lab Green Organ Synth & Applicat Hunan Prov, Minist Educ,Coll Chem, Xiangtan 411105, Peoples R China

来源：

ORGANIC LETTERS | 2018年 / 20卷 / 16期

基金：

中国国家自然科学基金;

关键词：

H BOND ACTIVATION; N-PHENOXYACETAMIDES; ACYL OXIMES; O BOND; ISOQUINOLONE SYNTHESIS; ALKYNES SYNTHESIS; PYRIDINE; FUNCTIONALIZATION; CYCLIZATION; ANNULATION;

D O I：

10.1021/acs.orglett.8b02049

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A concise access to thiophene-fused polycyclic pi-conjugated systems is described. Methyl aromatic ketoxime acetates, aromatic aldehydes, and elemental sulfur are efficiently assembled in a facile copper-catalytic system through a novel cascade bis-heteroannulation to afford a fused thieno[3,2-d]thiazole motif. The robust nature of this reaction system is reflected by the remarkable simplicity-to-complexity transformation in a one-pot operation, high-yield gram-scale synthesis, and potential applications on the synthesis of high-performance optoelectronic materials.

引用

页码：4917 / 4920

页数：4

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