A Simple and Facile Conjugate Addition of Cyclic and Acyclic 1,3‐Diketones to β‐Nitrostyrenes

• Published in: Asian journal of organic chemistry 2024-11, Vol.13 (11), p.n/a
• Main Authors: Mistry, Dharti, Macwan, Nikunjana Benjamin, Malvi, Payal, Lenin, Dandamudi V.
• Format: Article
• Language: English
• Subjects: 1,3-Diketones; Conjugate addition; Conjugates; Diketones; Heterocyclic compounds; β-Nitrostyrenes
• ISSN: 2193-5807; 2193-5815
• DOI: 10.1002/ajoc.202400355

A simple synthesis of 3‐hydroxy‐2‐(2‐nitro‐1‐arylethyl)cyclohex‐2‐en‐1‐ones, 3‐hydroxy‐5,5‐dimethyl‐2‐(2‐nitro‐1‐arylethyl)cyclohex‐2‐en‐1‐ones and 4‐hydroxy‐3‐(2‐nitro‐1‐arylethyl)pent‐3‐en‐2‐ones via conjugate addition of cyclic 1,3‐diketones, 1,3‐cyclohexanedione and 5,5‐dimethyl‐1,3‐cyclohexanedione and acyclic 1,3‐diketone, pentane‐2,4‐dione to β‐Nitrostyrenes were reported. This methodology is pleasing with reliability and scalability with gram scale products that can be synthesized. A simple synthesis of 3‐hydroxy‐2‐(2‐nitro‐1‐arylethyl)cyclohex‐2‐en‐1‐ones, 3‐hydroxy‐5,5‐dimethyl‐2‐(2‐nitro‐1‐arylethyl)cyclohex‐2‐en‐1‐ones and 4‐hydroxy‐3‐(2‐nitro‐1‐arylethyl)pent‐3‐en‐2‐ones via conjugate addition of cyclic 1,3‐diketones, 1,3‐cyclohexanedione and 5,5‐dimethyl‐1,3‐cyclohexanedione and acyclic 1,3‐diketone, pentane‐2,4‐dione to β‐nitrostyrenes were reported. This methodology is pleasing with reliability and scalability with gram scale products that can be synthesized.