59824-23-6Relevant articles and documents
Photoinduced Cross-Coupling of Aryl Iodides with Alkenes
Liu, Yuliang,Li, Haoyu,Chiba, Shunsuke
, p. 427 - 432 (2021/01/26)
A protocol for photoinduced cross-coupling of aryl iodides having polar π-functional groups or elongated π-conjugation with alkenes has been developed. The radical cascade mechanism involving generation of aryl radicals via C-I bond homolysis of photoexcited aryl iodides and their subsequent addition to alkenes is proposed. The method enables iodide-selective cross-coupling over other halogen leaving groups with functional group compatibility on both arene and alkene motifs.
Copper(II)triflate promoted highly chemoselective rearrangement of chalcone epoxides to β-keto aldehydes
Jadhav, Balaso G.,Vaidya, Ashish A.,Samant, Shriniwas D.
, p. 55 - 61 (2015/04/14)
Highly chemoselective rearrangement of chalcone epoxides to β-keto aldehydes using catalytic amount of Cu(OTf)2 (1 mol%) is presented. Copper(II)triflate is a relatively cheap, inexpensive and commercially available catalyst. In this rearrangement selective migration of the acyl group takes place. The presence of an electron donating group on either of the phenyl rings favors the reaction. However, the presence of an electron withdrawing CN group leads to the corresponding β-keto aldehyde, along with an aryl ketone which is obtained through deformylation of the primary product.
An expedient route to heterocycles through α-arylation of ketones and arylamides by microwave induced thermal SRN1 reactions
Soria-Castro, Silvia M.,Caminos, Daniel A.,Penenory, Alicia B.
, p. 17490 - 17497 (2014/05/06)
Microwave irradiation promotes a quick aromatic nucleophilic substitution by a thermally induced electron transfer process to form new C-C bonds by the coupling of aryl radicals and enolate nucleophiles. Diverse 2-aryl-1- phenylethanones can be prepared by the direct α-arylation of acetophenone with different haloarenes. The ketone enolate anion is generated by deprotonation with tBuOK in DMSO and the reaction is carried out in a closed microwave vessel at 70-100°C for 10 min. This simple procedure also allows the synthesis of deoxybenzoin and indole heterocycle derivatives by inter- or intra-molecular ring closure reactions, with moderate to excellent substitution yields. This journal is the Partner Organisations 2014.