Nucleophilic Additions of Arylzinc Compounds to Aldehydes Mediated by CrCl3: Efficient and Facile Synthesis of Functionalized Benzhydrols, 1 (3 H)- …

Y Ogawa, A Saiga, M Mori, T Shibata…

Index: Ogawa, Yoshihiro; Saiga, Akihiro; Mori, Mitsuo; Shibata, Takanori; Takagi, Kentaro Journal of Organic Chemistry, 2000 , vol. 65, # 4 p. 1031 - 1036

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Citation Number: 25

Abstract

In the presence of a stoichiometric amount of CrCl3 and trimethylchlorosilane (TMSCl), nucleophilic addition of arylzinc compounds 1c-h to arylaldehydes 2a, b, g smoothly proceeded at room temperature to yield corresponding benzhydrols 4a-f in good yields. From arylzinc compounds 1a, b, 3-aryl-1 (3 H)-isobenzofuranones 3a-f were given by the CrCl3-mediated reaction with arylaldehydes 2a-f. Diaryl ketones 5a-e were obtained in ...