Abstrakt: |
Keywords: coumarin; triphenylphosphine; hydroxylammonium chloride; proton transfer process; intramolecular cycloaddition; five-membered hetarene N -oxides EN coumarin triphenylphosphine hydroxylammonium chloride proton transfer process intramolecular cycloaddition five-membered hetarene N -oxides 3272 3280 9 09/29/23 20231018 NES 231018 Graph The nitrogen heterocycle is one of the most prevalent and valuable structural scaffolds in modern organic chemistry. SP 1 sp H NMR (500.13 MHz, DMSO- I d i SB 6 sb ): = 2.53 (s, 3 H, Me), 3.65 (s, 3 H, OMe), 4.14 (br s, 2 H, CH SB 2 sb ), 7.20 (d, SP 3 sp I J i SB HH sb = 8.8 Hz, 1 H, CH6 of coumarin), 7.41 (d, SP 3 sp I J i SB HH sb = 8.7 Hz, 1 H, CH7 of coumarin), 7.80 (s, 1 H, CH9 coumarin), 12.06 (br s, 1 H, OH). SP 1 sp H NMR (300.13 MHz, DMSO- I d i SB 6 sb ): = 2.53 (s, 3 H, Me), 3.62 (s, 3 H, OMe), 4.10 (br s, 2 H, CH SB 2 sb ), 7.19 (t SP 3 sp I J i SB HH sb = 7.5 Hz, 1 H, CH8 of coumarin), 7.23 (d, SP 3 sp I J i SB HH sb = 7.4 Hz, 1 H, CH6 of coumarin), 7.27 (t SP 3 sp I J i SB HH sb = 7.9 Hz, 1 H, CH7 of coumarin), 7.70 (d, SP 3 sp I J i SB HH sb = 7.6 Hz, 1 H, CH9 coumarin), 12.10 (br s, 1 H, OH). SP 1 sp H NMR (500.13 MHz, DMSO- I d i SB 6 sb ): = 2.54 (s, 3 H, Me), 3.65 (s, 3 H, OMe), 4.16 (br s, 2 H, CH SB 2 sb ), 7.26 (d, SP 3 sp I J i SB HH sb = 8.8 Hz, 1 H, CH6 of coumarin), 7.30 (d, SP 3 sp I J i SB HH sb = 8.9 Hz, 1 H, CH7 of coumarin), 7.70 (s, 1 H, CH9 coumarin), 12.05 (br s, 1 H, OH). [Extracted from the article] |