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. 2016 Jun 6;88(4):498–510. doi: 10.1111/cbdd.12773

Table 1.

Physicochemical parameters obtained for new N‐allyl/propargyl tetrahydroquinolines 4

Comp.a R N‐alkyl M.W. (g/mol) Time, h Yield, % b M.p., °Cc
4aa H CH2=CHCH2 256 3 80 Yellow oil
4ab CH3 CH2=CHCH2 270 3 77 Dark red oil
4ac OCH3 CH2=CHCH2 286 3 84 Orange oil
4ad Cl CH2=CHCH2 290 3 93 Red oil
4ae CH2CH3 CH2=CHCH2 284 3 74 Yellow oil
4af F CH2=CHCH2 274 3 85 Yellow oil
4ag Br CH2=CHCH2 335 3 89 Red oil
4ba H HC≡CCH2 254 4 73 88–90
4bb CH3 HC≡CCH2 268 4 95 125–127
4bc OCH3 HC≡CCH2 284 4 92 123–125
4bd Cl HC≡CCH2 288 4 91 154–156
4be CH2CH3 HC≡CCH2 282 4 91 106–107
4bf F HC≡CCH2 272 4 85 131–132
4bg Br HC≡CCH2 333 4 93 118–120
a

Compounds 4aaag were obtained using InCl3 (20 mol%) as catalyst, while compounds 4ba‐bg were obtained by using p‐TsOH (20 mol%).

b

Yields after column chromatography.

c

Uncorrected.