Approach to the blues: A highly flexible route to the azulenes

…, Y Coquerel, M Berthod, AE Greene…

Index: Carret, Sebastien; Blanc, Aurelien; Coquerel, Yoann; Berthod, Mikael; Greene, Andrew E.; Depres, Jean-Pierre Angewandte Chemie - International Edition, 2005 , vol. 44, # 32 p. 5130 - 5133

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Citation Number: 35

Abstract

Scheme 2. Preparation of azulene (1), 4-methylazulene (7), and 1, 4-dimethylazulene (8): a) NaBH4, MeOH/CeCl3, 08C, 1.5 h (from 5a: 96%; from 5b: 98%); b) the Burgess reagent, THF, 0! 208C, 1 h; p-chloranil, 208C, 24 h (from 6a: 47%; from 6b: 52%); c) PMHS, Pd (OAc) 2, dpdb, K3PO4, THF, 808C, 12 h (1: 92%; 7: 91%); d) MeB (OH) 2, Pd (OAc) 2, dpdb, K3PO4, PhMe, 1008C, 24 h (98%). Burgess reagent=(methoxycarbonylsulfamoyl) ...

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