Facile preparation of 7,11-di(4-nitrobenzenesulfonyl)-diaza-1,4-dioxa-7,11-spiro[4,7]dodecan-9-one

Abstract

Compound 1 as a key intermediate for the synthesis of 3,3,7,7‐tetrakis‐(difluoroamino)octahydro‐1,5‐dinitro‐1,5‐diazocine (HNFX) and 3,3‐bis(difluoroamino)octahydro‐1,5,7,7‐tetranitro‐1,5‐diazocine (TNFX) is described. Cycloalkylation of 3 with 1,3‐dibromopropan‐2‐ol (4) afforded 1,5‐protected‐1,5‐diazocine 2, followed by chromic acid oxidation to ketone 1 in good yield.