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. 2023 Feb 27;13(10):6747–6759. doi: 10.1039/d3ra00137g

One pot multicomponent synthesis of pyrano[2,3-c]pyrazoles by sequential addition strategy using aldehydes, malononitrile and pyarazolinones in water–SDS–[BMIm]Br system.

Entry Aldehyde Active methylene Pyrazolone Product Time (mins) Yield (%)
1 graphic file with name d3ra00137g-u1.jpg graphic file with name d3ra00137g-u2.jpg graphic file with name d3ra00137g-u3.jpg graphic file with name d3ra00137g-u4.jpg 40 96 (ref. 22c)
2 graphic file with name d3ra00137g-u5.jpg graphic file with name d3ra00137g-u6.jpg graphic file with name d3ra00137g-u7.jpg graphic file with name d3ra00137g-u8.jpg 50 95 (ref. 22c)
3 graphic file with name d3ra00137g-u9.jpg graphic file with name d3ra00137g-u10.jpg graphic file with name d3ra00137g-u11.jpg graphic file with name d3ra00137g-u12.jpg 50 94 (ref. 38)
4 graphic file with name d3ra00137g-u13.jpg graphic file with name d3ra00137g-u14.jpg graphic file with name d3ra00137g-u15.jpg graphic file with name d3ra00137g-u16.jpg 70 94 (ref. 22c)
5 graphic file with name d3ra00137g-u17.jpg graphic file with name d3ra00137g-u18.jpg graphic file with name d3ra00137g-u19.jpg graphic file with name d3ra00137g-u20.jpg 70 95 (ref. 22c)
6 graphic file with name d3ra00137g-u21.jpg graphic file with name d3ra00137g-u22.jpg graphic file with name d3ra00137g-u23.jpg graphic file with name d3ra00137g-u24.jpg 60 78 (ref. 27)
7 graphic file with name d3ra00137g-u25.jpg graphic file with name d3ra00137g-u26.jpg graphic file with name d3ra00137g-u27.jpg graphic file with name d3ra00137g-u28.jpg 40 96 (ref. 27)
8 graphic file with name d3ra00137g-u29.jpg graphic file with name d3ra00137g-u30.jpg graphic file with name d3ra00137g-u31.jpg graphic file with name d3ra00137g-u32.jpg 50 94 (ref. 27)
9 graphic file with name d3ra00137g-u33.jpg graphic file with name d3ra00137g-u34.jpg graphic file with name d3ra00137g-u35.jpg graphic file with name d3ra00137g-u36.jpg 50 94 (ref. 39)
10 graphic file with name d3ra00137g-u37.jpg graphic file with name d3ra00137g-u38.jpg graphic file with name d3ra00137g-u39.jpg graphic file with name d3ra00137g-u40.jpg 60 94 (ref. 27)
11 graphic file with name d3ra00137g-u41.jpg graphic file with name d3ra00137g-u42.jpg graphic file with name d3ra00137g-u43.jpg graphic file with name d3ra00137g-u44.jpg 70 94 (ref. 27)
12 graphic file with name d3ra00137g-u45.jpg graphic file with name d3ra00137g-u46.jpg graphic file with name d3ra00137g-u47.jpg graphic file with name d3ra00137g-u48.jpg 60 93 (ref. 27)
13 graphic file with name d3ra00137g-u49.jpg graphic file with name d3ra00137g-u50.jpg graphic file with name d3ra00137g-u51.jpg graphic file with name d3ra00137g-u52.jpg 120 92 (ref. 39)
14 graphic file with name d3ra00137g-u53.jpg graphic file with name d3ra00137g-u54.jpg graphic file with name d3ra00137g-u55.jpg graphic file with name d3ra00137g-u56.jpg 720 87new
15 graphic file with name d3ra00137g-u57.jpg graphic file with name d3ra00137g-u58.jpg graphic file with name d3ra00137g-u59.jpg graphic file with name d3ra00137g-u60.jpg 720 85new
16 graphic file with name d3ra00137g-u61.jpg graphic file with name d3ra00137g-u62.jpg graphic file with name d3ra00137g-u63.jpg graphic file with name d3ra00137g-u64.jpg 60 95 (ref. 40)
17 graphic file with name d3ra00137g-u65.jpg graphic file with name d3ra00137g-u66.jpg graphic file with name d3ra00137g-u67.jpg graphic file with name d3ra00137g-u68.jpg 60 94 (ref. 41)
18 graphic file with name d3ra00137g-u69.jpg graphic file with name d3ra00137g-u70.jpg graphic file with name d3ra00137g-u71.jpg graphic file with name d3ra00137g-u72.jpg 80 93 (ref. 40)