Bromination of naphthalene and derivatives: High temperature bromination XI

Thermal and photobromination of naphthalene and derivatives have been studi ed. Several hexabromo- (12, 13, 16 and 17), and tetrabromotetralin derivati ves (23, 24, and 25) have been obtained as the major products, besides brom onaphthalene derivatives. Base-promoted elimination reactions of 12, 13, 16 and 17 provided di- (8) tri- (10) and tetrabromo-naphthalenes (22). A conv enient method was developed for the synthesis of 1,3-dibromonaphthalene (26 ) starting from (24). The structures of these products were determined by H -1-,C-13- NMR data and X-ray structural analysis. (C) 1999 Elsevier Science Ltd. All rights reserved.