An efficient and facile synthesis of divergent C-3/C-5 bis-functionalized 2-oxindoles from 5-formyl-Morita-Baylis-Hillman adducts of oxindole

Journal of Chemical Sciences

Kandapalam Arun Prasath Lingam³  Rama Varma Luxmi Varma²  Poovan Shanmugavelan4⁴  Kodirajan Selvakumar1¹ 

[1] Department of Chemistry, Thiagarajar College, Madurai 625 009, Tamil Nadu, India$$;Chemical Sciences and Technology Division, National Institute for Interdisciplinary Science and Technology, Thiruvananthapuram 695 019, Kerala, India$$;Department of Chemistry, Kamaraj College, Tuticorin 628 003, Tamil Nadu, India$$;Department of Chemistry, School of Science, Tamilnadu Open University, Saidapet, Chennai 600 015, Tamil Nadu, India$$

关键词: Bis-MBH adduct;    Oxindole;    Nucleophilic substitution;    Tri-substituted olefins;    bis-pyrazole.;   

DOI  :  

来源: Indian Academy of Sciences

【 摘 要 】

An efficient and facile synthesis of divergent C-3/C-5 bis-functionalized 2-oxindole derivatives has been achieved from 3,5-bis-Morita-Baylis-Hillman (MBH) adducts of oxindole via nucleophilic substitution reaction for the first time. Wider scope of substrate and rate acceleration has been observed in second MBH reaction under typical reaction condition. The synthetic usefulness of bi-functionalized bis-allyl derivative has been demonstrated by the synthesis of potent bis-pyrazole via [3+2]-annulation strategy.

【 授权许可】

Unknown