1006364-85-7Relevant academic research and scientific papers
Ring-closing metathesis for the synthesis of heteroaromatics: evaluating routes to pyridines and pyridazines
Donohoe, Timothy J.,Bower, John F.,Basutto, José A.,Fishlock, Lisa P.,Procopiou, Panayiotis A.,Callens, Cedric K.A.
scheme or table, p. 8969 - 8980 (2009/12/26)
Ring-closing olefin metathesis (RCM) has been applied to the efficient synthesis of densely and diversely substituted pyridine and pyridazine frameworks. Routes to suitable metathesis precursors have been investigated and the scope of the metathesis step has been probed. The metathesis products function as precursors to the target heteroaromatic structures via elimination of a suitable leaving group, which also facilitates earlier steps by serving as a protecting group at nitrogen. Further functionalisation of the metathesis products is possible both prior to and after aromatisation. The net result is a powerful strategy for the de novo synthesis of highly substituted heteroaromatic scaffolds.
A metathesis-based approach to the synthesis of 2-pyridones and pyridines
Donohoe, Timothy J.,Fishlock, Lisa P.,Procopiou, Panayiotis A.
, p. 285 - 288 (2008/09/19)
(Chemical Equation Presented) The ring-closing metathesis reaction has been successfully employed to form a range of dihydropyridone intermediates, which are in the correct oxidation state to undergo a base-induced elimination to reveal the aromatic 2-pyridone. This mild and novel approach to six-membered heteroaromatic compounds then provides access to a wide variety of substituted pyridines in excellent overall yield.
