Beilstein J. Org. Chem.2019,15, 1347–1354, doi:10.3762/bjoc.15.134
-butylnitrite, BTEAC and DABSO in the presence of CuCl2 provided an unexpected 3H-indazole product 8. The structure of the compound was determined by HRMS, IR, NMR and further confirmed by single crystal X-ray crystallography. The compound crystallises in the triclinic P-1 space group, with unit cell parameters
OCH2–H···N interactions. In addition to these, there are Ar–H···H–Ar close contacts, (edge–edge and surrounding inversion centres) arranged as infinite tapes along the a direction.
Keywords: Ar-H...H-Ar contact; [2 + 3] cycloaddition; diazo; 3H-indazole; X-ray structure; Introduction
The use of
. [12] (Scheme 1).
Herein, we report the unexpected product derived from 5 under the reaction conditions described in Scheme 1. The unusual crystal packing present in this 3H-indazole product was also analysed.
Results and Discussion
The one-pot reaction of compound 5 with tert-BuONO and DABSO in the