ChemInform Abstract: Facile Preparation of 1,2‐Dihydroisoquinolines from N‐Benzylsulfonamides and Bromoacetylenes.

Abstract

Facile Preparation of 1,2-Dihydroisoquinolines from N-Benzylsulfonamides and Bromoacetylenes. -Optimum reaction conditions are examined for the synthesis of the title compounds from N-benzylsulfonamides (I) and bromoacetylenes (II). Compound (IVa) is readily hydrogenated into the tetrahydroisoquinoline (V). In contrast to subsequent chlorination with N-chlorosuccinimide, bromination results in the unexpected formation of (VI). -(URABE*, H.; YAMAGISHI, M.; ISHII, A.; HATA, T.; Heterocycles 90 (2015) 2, Special Issue, 847-856, http://dx.doi.org/10.3987/COM-14-S(K)72 ; Dep. Biomol. Eng., Tokyo Inst. Technol., Midori, Yokohama 226, Japan; Eng.) -M. Bohle