TY - JOUR T1 - Fluoride-assisted synthesis of 1,4,5,6-tetrahydropyridazines via [4+2] cyclodimerization of in situ-generated azoalkenes followed by a C-N bond cleavage JF - Organic Letters Y1 - 2016 A1 - Shelke, Anil M. A1 - Suryavanshi, Gurunath AB -

An unexpected CsF-assisted C-N bond cleavage was exploited to synthesize highly functionalized and biologically important 1,4,5,6-tetralrydropyridazine derivatives from alpha-halo N-acylhydrazohes in excellent yields. The extrusion of nitrogen and the [4 + 2] cycloaddition between in situ-generated azoalkenes is a key reaction in the process. The identified methodology is suitable for synthesizing a wide variety of analogues of tetrahydropyridazines, which are prevalent in many medicinally important small molecules. The reaction conditions are mild, high-yielding, and amenable for the gram scale.

PB - AMER CHEMICAL SOC CY - 1155 16TH ST, NW, WASHINGTON, DC 20036 USA VL - 18 IS - 16 U3 -

Foreign

U4 - 6.732 ER -