79180-47-5Relevant articles and documents
REDUCTION OF 2-, 3- AND 4-METHYLQUINOLINES, 2-, 3- AND 4-QUINOLYLMETHANOLS AND CORRESPONDING QUINOLINECARBOXALDEHYDES WITH TRIETHYLAMMONIUM FORMATE
Ferles, Miloslav,Kocian, Oldrich
, p. 1518 - 1522 (2007/10/02)
Reduction of the compounds mentioned in the title with triethylammonium formate gave 1-formyl-C-methyl-1,2,3,4-tetrahydroquinolines IIa-IIc.On reduction of derivatives substituted in the position 3 and 4 (Ib, Ic, Ie, If, Ih, Ii) the products of 1,2-addition are also formed i.e.IIIa, IIIb, and on reduction of 3-quinolylmethanol (Ie) and 3-quinolinecarboxaldehyde (Ih) the products of 1,4-addition, i.e.IVa, IVb also result.Alcohol If and aldehyde Ii also give the product of the reduction of the functional groups, i.e. 4-methylquinoline (Ic).When 3-quinolylmethanol(Ie) was prepared by reduction of aldehyde Ih with sodium borohydride 1,2,3,4-tetrahydro-3-quinolylmethanol (IIe) was also isolated.