Department of Chemistry, Pondicherry University, Pondicherry - 605 014, India.
Org Biomol Chem. 2018 Nov 7;16(43):8160-8168. doi: 10.1039/c8ob01825a.
Highly functionalized benzazepines have been synthesized by using various substituted indoles and dialkylacetylene dicarboxylates under thermal and open air conditions. The reaction was carried out in a solvent and under catalyst free conditions and the products are formed in very good yields. The reaction proceeds in a concerted fashion thus providing potentially bioactive benzazepines by ring expansion of a five-membered indole ring. It is also described that the ring contraction of seven-membered benzazepines in the presence of KOtBu base at room temperature smoothly afforded the corresponding 3-alkenylated indole derivatives in very good yields.
通过在热和开放空气条件下使用各种取代的吲哚和二烷基乙炔二羧酸酯，合成了高度官能化的苯并氮杂。该反应在溶剂中进行，无需催化剂，并且以非常好的产率形成产物。反应以协同方式进行，从而通过五元吲哚环的扩环提供了具有潜在生物活性的苯并氮杂。还描述了在室温下用 KOtBu 碱存在下，七元苯并氮杂的环收缩可以非常好的产率顺利得到相应的 3-烯基取代吲哚衍生物。
