Metal-free oxidative C–C bond formation of active methylenic sp 3 C–H bonds with benzylic sp 3 C–H and allylic sp 3 C–H bonds mediated by DDQ
D Ramesh, U Ramulu, S Rajaram, P Prabhakar…
Index: Ramesh; Ramulu; Rajaram; Prabhakar; Venkateswarlu Tetrahedron Letters, 2010 , vol. 51, # 37 p. 4898 - 4903
Full Text: HTML
Citation Number: 26
Abstract
An efficient and simple method for the oxidative coupling of benzylic and allylic sp3 C–H bonds with active methylenic sp3 C–H bonds under metal-free conditions was developed by employing 2, 3-dichloro-5, 6-dicyanobenzoquinone (DDQ) as an oxidant. The reaction was shown to proceed smoothly for various 1, 3-dicarbonyl compounds with a range of benzylic and allylic substrates in good to excellent yields.
Related Articles:
[Liu, Jinqian; Wang, Limin; Zheng, Xingzhou; Wang, Aili; Zhu, Mengyun; Yu, Jianjun; Shen, Qiang Tetrahedron Letters, 2012 , vol. 53, # 14 p. 1843 - 1846]
Iron??Catalyzed C C Bond Cleavage and C N Bond Formation
[Li, Wenjuan; Zheng, Xiaojian; Li, Zhiping Advanced Synthesis and Catalysis, 2013 , vol. 355, # 1 p. 181 - 190]
Direct benzylation and allylic alkylation in high-temperature water without added catalysts
[Hirashita, Tsunehisa; Kuwahara, Sho; Okochi, Sota; Tsuji, Makoto; Araki, Shuki Tetrahedron Letters, 2010 , vol. 51, # 14 p. 1847 - 1851]