The palladium-catalyzed Heck [1], Suzuki [2] and Stille [3] reactions are robust and general methods for C±C bond-formation and have therefore emerged as important reactions in the synthesis of natural heterocyclic compounds.Hallberg and coworkers [4 a] have used a single-mode microwave oven [4 b] at 50 W to improve radical-mediated reduction and cyclization of the heterohalide 1 with HSn(CH 2 CH 2 C 10 F 21 ) 3 2 in benzotrifluoride (BTF). The authors claim the preparation of 3 in high yield (93 %) after 5 min, as illustrated in Scheme 8.1.The efficiency of fluorous Stille coupling reactions [5 a] is enhanced by use of microwave irradiation (Scheme 8.2). The reaction proceeds in 79 % yield after 2 min with DMF as the microwave-active solvent.
2006 Furan derivatives R 0060 Deprotonation of Furans Using Lithium Magnesates. -Treatment of furans with lithium magnesate under optimized conditions generates C2-lithiated furans which can be readily trapped by electrophiles or involved in Pd-catalyzed cross-coupling reactions. -(MONGIN*, F.; BUCHER, A.; BAZUREAU, J. P.; BAYH, O.; AWAD, H.; TRECOURT, F.; Tetrahedron Lett. 46 (2005) 46, 7989-7992; Synth. Electrosynth. Org., CNRS, Univ. Rennes, F-35042 Rennes, Fr.; Eng.) -Mais 07-114
A Practical Access to Novel 2-Amino-5-arylidene-1,3-thiazol-4(5H)-ones via Sulfur/Nitrogen Displacement under Solvent-Free Microwave Irradiation. -Knoevenagel condensation of rhodanines with aldimines and subsequent sulfur/nitrogen displacement on the resulting (5Z)-5-arylidene rhodanines offers a simple synthesis of the title compounds which represent important scaffolds in drug discovery. -(BOURAHLA, K.; DERDOUR, A.; RAHMOUNI, M.; CARREAUX, F.; BAZUREAU*, J. P.; Tetrahedron Lett. 48 (2007) 33, 5785-5789; Lab. Sci. Chim. Rennes, Univ. Rennes, F-35042 Rennes, Fr.; Eng.) -Mais 48-119
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