76618-48-9Relevant academic research and scientific papers
Face to face activation of a phenylselenium borane with α,β-unsaturated carbonyl substrates: Facile synthesis of C-Se bonds
Sanz, Xavier,Vogels, Christopher M.,Decken, Andreas,Bo, Carles,Westcott, Stephen A.,Fernández, Elena
, p. 8420 - 8423 (2014/07/22)
Activated olefins directly react with a phenylselenium borane, at room temperature, without any metal or organocatalytic assistance. Up to 10 examples of β-(phenylseleno) substituted ketones and aldehydes have been prepared and theoretical evidence for the mechanism opens up non-existing pathways to create C-heteroatom bonds as a general tool. This journal is the Partner Organisations 2014.
Ceric ammonium nitrate (CAN) as a green and highly efficient promoter for the 1,4-addition of thiols and benzeneselenol to α,β-unsaturated ketones
Chu, Cheng-Ming,Gao, Shijay,Sastry,Kuo, Chun-Wei,Lu, Chaowei,Liu, Ju-Tsung,Yao, Ching-Fa
, p. 1863 - 1871 (2007/10/03)
A mild and efficient process for the 1,4-addition of thiols and benzeneselenols to various α,β-unsaturated ketones using a catalytic amount of CAN with excellent product yields is described. This inexpensive, nontoxic, and readily available catalytic ceric(IV) ammonium nitrate system efficiently catalyzes conjugate addition reactions between thiol derivatives and various α,β-unsaturated ketones under solvent-free conditions. A plausible mechanism for the role of CAN, both as a promoter in free radical chain addition reactions as well as a catalyst for the conjugate addition process is proposed.
