Ghosh Arnab, Hegde Rajeev V, Rode Haridas B, Ambre Ram, Mane Manoj V, Patil Siddappa A, Sridhar Balasubramanian, Dateer Ramesh B
Centre for Nano and Material Sciences, Jain University, Jain Global Campus, Bangalore, Karnataka 562112, India.
Department of Organic Synthesis and Process Chemistry, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad, Telangana 500007, India.
Org Lett. 2021 Nov 5;23(21):8189-8193. doi: 10.1021/acs.orglett.1c02895. Epub 2021 Oct 13.
An exclusive synthesis of benzo-oxazine, benzo-oxazepine, and benzo-oxazocine from aryl propanal and 2-(hydroxyamino)phenyl alcohol under metal-free conditions is described. O atom transfer and formation of new C═O, C-N, and C-O bonds occur at room temperature to form six-, seven-, and eight-membered heterocycles under one-pot reaction conditions without using an external oxidant and base. The photophysical properties are studied using ultraviolet-visible absorption and photoluminescence. The mechanistic elucidation is well supported by control experiment and literature precedents.
描述了在无金属条件下，由芳基丙醛和2-(羟基氨基)苯甲醇独家合成苯并恶嗪、苯并恶唑嗪和苯并恶唑辛。在室温下，在一锅反应条件下，无需使用外部氧化剂和碱，即可发生O原子转移并形成新的C═O、C-N和C-O键，从而形成六元、七元和八元杂环。使用紫外可见吸收和光致发光研究了光物理性质。对照实验和文献先例很好地支持了机理阐释。
