Herrera-Luna Jorge C, Díaz Díaz David, Abramov Alex, Encinas Susana, Jiménez M Consuelo, Pérez-Ruiz Raúl
Departamento de Química, Universitat Politècnica de València (UPV), Camino de Vera S/N, 46022, Valencia, Spain.
Departamento de Química Orgánica, Universidad de La Laguna, Avda. Astrofísico Francisco Sánchez 3, 38206, La Laguna, Spain.
Org Lett. 2021 Mar 19;23(6):2320-2325. doi: 10.1021/acs.orglett.1c00451. Epub 2021 Mar 2.
Heteroarene boronate esters constitute valuable intermediates in modern organic synthesis. As building blocks, they can be further applied to the synthesis of new materials, since they can be easily transformed into any other functional group. Efforts toward novel and efficient strategies for their preparation are clearly desirable. Here, we have achieved the borylation of commercially available heteroarene halides under very mild conditions in an easy-to-use gel nanoreactor. Its use of visible light as the energy source at room temperature in photocatalyst-free and aerobic conditions makes this protocol very attractive. The gel network provides an adequate stabilizing microenvironment to support wide substrate scope, including furan, thiophene, selenophene, and pyrrole boronate esters.
杂芳基硼酸酯是现代有机合成中有价值的中间体。作为结构单元，它们可进一步应用于新材料的合成，因为它们可以很容易地转化为任何其他官能团。显然，需要努力开发新颖、高效的制备策略。在此，我们在易于使用的凝胶纳米反应器中，在非常温和的条件下实现了市售杂芳基卤化物的硼化反应。在无光照催化剂和有氧条件下，使用可见光作为室温下的能源，使得该方法极具吸引力。凝胶网络提供了一个足够稳定的微环境，以支持广泛的底物范围，包括呋喃、噻吩、硒吩和吡咯硼酸酯。
