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4-Methoxy-3-buten-2-one is an important precursor for the synthesis of 1-methoxy-3-trimethylsilyloxy-1,3-butadiene and the Danishefsky diene and its equivalent. It is widely used as a reactant in the synthesis of hydroisoquinoline derivatives. It is employed as an intermediate for the synthesis of manzamine.
Arylation of the lithio-derivative provides a route to 2-aryl--pyrones: Tetrahedron Lett., 21, 1197, 2773 (1980):
Wan, J. P.; Lin, Y.; Hu, K.; Liu, Y. Metal-free synthesis of 1,3,5-trisubstituted benzenes by the cyclotrimerization of enaminones or alkynes in water. RSC Adv. 2014, 4 (39), 20499-20505.
Iwado, T.; Hasegawa, K.; Sato, T.; Okada, M.; Sue, K.; Iwamura, H.; Hiaki, T. Mechanistic and Exploratory Investigations into the Synthesis of 1,3,5-Triaroylbenzenes from 1-Aryl-2-propyn-1-ones and 1,3,5-Triacetylbenzene from 4-Methoxy-3-buten-2-one by Cyclotrimerization in Hot Water in the Absence of Added Acid or Base. J. Org. Chem. 2013 78 (5), 1949-1954.
Gefahrenhinweise (EU): H227
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