Cu(I) Mediated One‐Pot Synthesis of Azobenzenes from Bis‐Boc Aryl Hydrazines and Aryl Halides.

Abstract

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One-Pot Synthesis of Novel 2,3-Dihydro-1H-indazoles

“…Ullman-type copper(I)-mediated coupling of bis-BOC protected hydrazine 8 to aryl and vinyl halides in DMF using CuI, 1,10-phenanthroline and Cs 2 CO 3 is a well-established synthetic procedure (see Scheme 2 ) [ 14 , 15 ]. We initially envisioned the synthesis of bis-BOC protected 2,3-dihydro-1 H -indazoles 10 via intramolecular coupling of the free N-H bond of hydrazines 9 at the iodo-substituted carbon atom to form the five-membered indazole nucleus ( Scheme 3 ).…”