Al. Stanley et Sp. Stanforth, RING-OPENING REACTIONS OF HALOGENATED N-ARYL-1,2,3,4-TETRAHYDRO-ISOQUINOLINE AND 2,3,4,5-TETRAHYDRO-1H-2-BENZAZEPINE DERIVATIVES, Journal of heterocyclic chemistry, 32(2), 1995, pp. 569-571
Compounds 4a-4d, 4f and 10 were prepared and their ring-opening reacti
ons with N-bromosuccinimide (NBS) investigated. Compounds 4a and 4b ga
ve a mixture of products which did not contain any significant quantit
y of the corresponding aldehydes 5a and 5b whereas compounds 4c, 4d an
d 4f gave exclusively the aldehydes 5c, 5d and 5f respectively. Compou
nd 10 similarly gave the aldehyde 11 when treated with NBS.