Kotha Sambasivarao, Todeti Saidulu, Gopal M Bala, Datta Anindya
Department of Chemistry, Indian Institute of Technology-Bombay, Mumbai 400076, India.
ACS Omega. 2017 Oct 2;2(10):6291-6297. doi: 10.1021/acsomega.7b00941. eCollection 2017 Oct 31.
We report simple strategies to synthesize star-shaped molecules containing different heterocycles integrated with a number of variations. Here, cyclotrimerization, Vilsmeier-Haack reaction, Suzuki-Miyaura cross-coupling, and Van Leusen oxazole synthesis have been used as key steps to introduce diverse five-membered heterocycles such as furan, thiophene, and oxazole. More importantly, readily available starting materials such as thiophene, 2-formyl furan, and 2-acetyl furan were utilized. Also, the fluorescent behavior of these π-conjugated systems was studied. -Symmetric molecules containing furan moieties show a stronger fluorescence than thiophene-containing star-shaped compounds.
我们报道了一些简单的策略,用于合成含有不同杂环且具有多种变体的星形分子。在此,环三聚反应、Vilsmeier-Haack反应、铃木-宫浦交叉偶联反应和范鲁森恶唑合成反应被用作引入呋喃、噻吩和恶唑等多种五元杂环的关键步骤。更重要的是,使用了诸如噻吩、2-甲酰基呋喃和2-乙酰基呋喃等容易获得的起始原料。此外,还研究了这些π共轭体系的荧光行为。含有呋喃部分的对称分子比含噻吩的星形化合物显示出更强的荧光。