Approach to extended polycyclic aromatic hydrocarbons by benzannulation and intramolecular cyclization; improvement of the reaction conditions by microwave irradiation

IF 2.1 3区化学 Q2 CHEMISTRY, ORGANIC

Tetrahedron Pub Date : 2024-10-24 DOI:10.1016/j.tet.2024.134332

Rui Umeda, Raiki Nishikawa, Taketo Matsui, Kotaro Takase

引用次数: 0

Abstract

The extended π-conjugated compounds 1–8 were synthesized by the benzannulation of the corresponding alkyne derivatives followed by Pd-catalyzed intramolecular cyclization. For the Pd-catalyzed intramolecular cyclization, microwave irradiation reduced the amount of the Pd catalyst and the reaction time. Moreover, this protocol can be achieved to prepare the extended and twisted π-conjugated molecule 19, having anthracene, helicene, and picene skeletons.

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通过苯annulation 和分子内环化反应制备扩展的多环芳烃；利用微波辐照改善反应条件

扩展的π-共轭化合物 1-8 是通过相应炔衍生物的苯并环化和钯催化的分子内环化合成的。在钯催化的分子内环化反应中，微波辐照减少了钯催化剂的用量和反应时间。此外，这种方法还可以制备出具有蒽、螺旋烯和皮烯骨架的扩展和扭曲的π-共轭分子 19。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Tetrahedron 化学-有机化学

CiteScore

3.90

自引率

4.80%

发文量

439

审稿时长

34 days

期刊介绍： Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.