22437-42-9Relevant articles and documents
KOtBu-Catalyzed Michael Addition Reactions Under Mild and Solvent-Free Conditions
Thiyagarajan, Subramanian,Krishnakumar, Varadhan,Gunanathan, Chidambaram
supporting information, p. 518 - 523 (2020/02/04)
Designed transition metal complexes predominantly catalyze Michael addition reactions. Inorganic and organic base-catalyzed Michael addition reactions have been reported. However, known base-catalyzed reactions suffer from the requirement of solvents, additives, high pressure and also side-reactions. Herein, we demonstrate a mild and environmentally friendly strategy of readily available KOtBu-catalyzed Michael addition reactions. This simple inorganic base efficiently catalyzes the Michael addition of underexplored acrylonitriles, esters and amides with (oxa-, aza-, and thia-) heteroatom nucleophiles. This catalytic process proceeds under solvent-free conditions and at room temperature. Notably, this protocol offers an easy operational procedure, broad substrate scope with excellent selectivity, reaction scalability and excellent TON (>9900). Preliminary mechanistic studies revealed that the reaction follows an ionic mechanism. Formal synthesis of promazine is demonstrated using this catalytic protocol.
Thio-Michael addition of α,β-unsaturated amides catalyzed by Nmm-based ionic liquids
Liu, Yawei,Lai, Zhenzhen,Yang, Pengkun,Xu, Yuanqing,Zhang, Wenkai,Liu, Baoying,Lu, Minghua,Chang, Haibo,Ding, Tao,Xu, Hao
, p. 43104 - 43113 (2017/09/15)
A simple and practical thio-Michael addition of α,β-unsaturated amides catalyzed by Nmm-based ionic liquids with a 1,2-propanediol group has been developed. All the α,β-unsaturated amides without substituents at the carbon end could smoothly react with su
Pronounced catalytic effect of a micellar solution of sodium dodecyl sulfate (SDS) on the efficient C-S bond formation via an odorless thia-michael addition reaction through the in situ generation of S-alkylisothiouronium salts
Firouzabadi, Habib,Iranpoor, Nasser,Abbasi, Mohammad
experimental part, p. 755 - 766 (2009/11/30)
A pronounced catalytic effect of sodium dodecyl sulfate (SDS) was observed on the in situ production of 5-alkylisothiouronium salts via the reaction of primary, allyl and benzyl halides with thiourea in SDS droplets .Hydrolysis of the generated Salkylisot
