Synlett

Preparation of highly functionalized pyridylmagnesium reagents for the synthesis of polyfunctional pyridines

…, A Turck, N Plé, G Quéguiner, G Cahiez, P Knochel

Index: Berillon, Laurent; Lepretre, Anne; Turck, Alain; Ple, Nelly; Queguiner, Guy; Cahiez, Gerard; Knochel, Paul Synlett, 1998 , # 12 p. 1359 - 1360

Full Text: HTML

Citation Number: 54

Abstract

Abstract: Functionalized iodopyridines bearing either a chloride, ester or nitrile function were converted to the corresponding organomagnesium derivatives at-40 C or-78 C by treatment with i-PrMgBr (1.1 equiv, 0.5 h,> 90% yield). The resulting functionalized Grignard reagents react with aldehydes, TosCN directly or with allylic bromides and benzoyl chloride after transmetalation with CuCN leading to polyfunctional pyridines.

Related Articles:

Fatty acid amide hydrolase inhibitors. 3: Tetra-substituted azetidine ureas with in vivo activity

[Roughley, Stephen D.; Browne, Helen; MacIas, Alba T.; Benwell, Karen; Brooks, Teresa; D'Alessandro, Jalanie; Daniels, Zoe; Dugdale, Sarah; Francis, Geraint; Gibbons, Ben; Hart, Terance; Haymes, Timothy; Kennett, Guy; Lightowler, Sean; Matassova, Natalia; Mansell, Howard; Merrett, Angela; Misra, Anil; Padfield, Anthony; Parsons, Rachel; Pratt, Robert; Robertson, Alan; Simmonite, Heather; Tan, Kiri; Walls, Steven B.; Wong, Melanie Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 2 p. 901 - 906]

2-(Dimethylaminomethyl)-tetrahydroisoxazolopyridobenzazepine derivatives. Synthesis of a new 5-HT 2C antagonist with potential anxiolytic properties

[Andres, J Ignacio; Alonso, Jose M; Fernandez, Javier; Iturrino, Laura; Martinez, Pedro; Meert, Theo F; Sipido, Victor K Bioorganic and medicinal chemistry letters, 2002 , vol. 12, # 24 p. 3573 - 3577]

More Articles...