The Journal of Organic Chemistry

A one-pot synthesis of m-terphenyls, via a two-aryne sequence

CJF Du, H Hart, KKD Ng

Index: Du, Chi-Jen Frank; Hart, Harold; Ng, Kwok-Keung Daniel Journal of Organic Chemistry, 1986 , vol. 51, # 16 p. 3162 - 3165

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Citation Number: 213

Abstract

Aryl-Grignards (3+ equiv) react with 2, 6-dibromoiodobenzene or other 1, 2, 3- trihalobenzenes to give 2, 6-diarylphenylmagnesium halides. The mechanism involves Grignard exchange at the central halogen, followed by two cycles of magnesium halide loss and regioselective capture of the resulting aryne by the aryl-Grignard reagent (Scheme I). Typical examples are shown in Table I. The method is especially applicable to m- ...