Method for preparing N-sulfonyl tetrahydropyrrole compound by using gold complex
A technology for sulfonyltetrahydropyrrole and gold complexes, applied in organic compound/hydride/coordination complex catalysts, chemical instruments and methods, and compounds containing Group 3/13 elements of the periodic table, etc., can solve applicable problems The scope is not wide, the operation steps are cumbersome, the raw materials are unstable, etc., and the effects of high selectivity and yield, cheap and easy-to-obtain raw materials, and high universality of substrates are achieved.
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Embodiment 1
[0029] Synthesis of Gold Complex 1 Containing Ortho-Carborane Schiff Base Ligands:
[0030]
[0031] Ortho carborane dicarbaldehyde (o-C 2 B 10 h 10 )(CHO) 2 (1.0mmol) and aniline (2.0mmol) were dissolved in toluene, reacted at 60°C for 12 hours, cooled to room temperature after the reaction, then added AuBr (1.0mmol) to the reaction system and continued the reaction at room temperature for 3 hours. After the reaction, After static filtration, the solvent was dried under reduced pressure, and the obtained crude product was washed with ether and dried to obtain the target product 1 (yield 81%). 1 H NMR (400MHz, CDCl 3 ,25℃): δ=8.11(s,2H),7.81~7.75(m,6H),7.55(d,J=7.0Hz,4H).Theoretical value of elemental analysis C 16 B 10 h 22 N 2 AuBr: C 30.36, H 3.74, N 4.52; Found: C 30.32, H 3.71, N 4.55.
Embodiment 2
[0033] Synthesis of Gold Complex 2 Containing Ortho-Carborane Schiff Base Ligands:
[0034]
[0035] Ortho carborane dicarbaldehyde (o-C 2 B 10 h 10 )(CHO) 2 (1.0mmol) and 4-methoxyaniline (2.2mmol) were dissolved in toluene, reacted at 80°C for 8 hours, cooled to room temperature after the reaction, then added AuBr (1.0mmol) to the reaction system and continued to react at room temperature for 5 hours , After the reaction was completed, the reaction was left to stand and filtered, and the solvent was dried under reduced pressure. The obtained crude product was washed with ether and dried to obtain the target product 2 (yield 76%). 1 H NMR (400MHz, CDCl 3 ,25℃): δ=8.15(s,2H),7.63(d,J=7.5Hz,4H),7.38(d,J=7.0Hz,4H),3.27(s,6H).Theoretical value of elemental analysis C 18 B 10 h 26 N 2 o 2 AuBr: C 31.24, H 3.89, N 4.23; Found: C 31.20, H 3.84, N 4.15.
Embodiment 3
[0037] Synthesis of Gold Complex 3 Containing Ortho-Carborane Schiff Base Ligands:
[0038]
[0039] Ortho carborane dicarbaldehyde (o-C 2 B 10 h 10 )(CHO) 2 (1.0mmol) and 4-bromoaniline (2.4mmol) were dissolved in toluene, reacted at 100°C for 9 hours, cooled to room temperature after the reaction, then added AuBr (1.0mmol) to the reaction system and continued the reaction at room temperature for 4 hours, the reaction After the end, stand and filter, and dry the solvent under reduced pressure. The obtained crude product is washed with ether and dried to obtain the target product 3 (yield 79%). 1 H NMR (400MHz, CDCl3 ,25℃): δ=8.09(s,2H),7.75(d,J=7.0Hz,4H),7.36(d,J=7.5Hz,4H).Theoretical value of elemental analysis C 16 B 10 h 20 N 2 Br 2 AuBr: C 24.85, H 2.62, N 3.63; Found: C 24.82, H 2.67, N 3.55.
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