Chinese Journal of Organic Chemistry ›› 2024, Vol. 44 ›› Issue (9): 2832-2840.DOI: 10.6023/cjoc202404017 Previous Articles Next Articles
ARTICLES
李龙龙a, 何欣悦a, 周龙生a, 曲亨通a, 冯承涛a,*(), 徐坤b,*()
收稿日期:
2024-04-11
修回日期:
2024-05-07
发布日期:
2024-05-23
通讯作者:
冯承涛, 徐坤
基金资助:
Longlong Lia, Xinyue Hea, Longsheng Zhoua, Hengtong Qua, Chengtao Fenga(), Kun Xub()
Received:
2024-04-11
Revised:
2024-05-07
Published:
2024-05-23
Contact:
Chengtao Feng, Kun Xu
Supported by:
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Longlong Li, Xinyue He, Longsheng Zhou, Hengtong Qu, Chengtao Feng, Kun Xu. NH4SCN-Promoted Formal [3+3] Annulation for the Synthesis of 5-Arylated Pyrazolo[1,5-a]pyrimidines[J]. Chinese Journal of Organic Chemistry, 2024, 44(9): 2832-2840.
Entry | [CN] | Oxidant | Solvent | Yieldb,c/% |
---|---|---|---|---|
1 | TMSCN | I2O5 | DMSO | 36 (13) |
2 | NH4SCN | I2O5 | DMSO | 52 (10) |
3 | NaSCN | I2O5 | DMSO | 42 (14) |
4 | KSCN | I2O5 | DMSO | 41 (12) |
5 | NH4SCN | NaIO4 | DMSO | 40 (19) |
6 | NH4SCN | TBHP | DMSO | 0 (0) |
7 | NH4SCN | — | DMSO | 0 (0) |
8 | TMSCN | — | DMSO | 0 (0) |
9d | NH4SCN | I2O5 | EtOH | Trace (trace) |
10d | NH4SCN | I2O5 | DMF | Trace (trace) |
11d | NH4SCN | I2O5 | CH3CN | 31 (8) |
12d,e | NH4SCN | I2O5 | DMSO | 79 (9) |
13d,e,f | NH4SCN | I2O5 | DMSO | 76 (11) |
14d,e,g | NH4SCN | I2O5 | DMSO | 62 (13) |
15d,e | — | I2O5 | DMSO | 26 (18) |
16d,e,h | — | I2O5 | DMSO | 24 (13) |
Entry | [CN] | Oxidant | Solvent | Yieldb,c/% |
---|---|---|---|---|
1 | TMSCN | I2O5 | DMSO | 36 (13) |
2 | NH4SCN | I2O5 | DMSO | 52 (10) |
3 | NaSCN | I2O5 | DMSO | 42 (14) |
4 | KSCN | I2O5 | DMSO | 41 (12) |
5 | NH4SCN | NaIO4 | DMSO | 40 (19) |
6 | NH4SCN | TBHP | DMSO | 0 (0) |
7 | NH4SCN | — | DMSO | 0 (0) |
8 | TMSCN | — | DMSO | 0 (0) |
9d | NH4SCN | I2O5 | EtOH | Trace (trace) |
10d | NH4SCN | I2O5 | DMF | Trace (trace) |
11d | NH4SCN | I2O5 | CH3CN | 31 (8) |
12d,e | NH4SCN | I2O5 | DMSO | 79 (9) |
13d,e,f | NH4SCN | I2O5 | DMSO | 76 (11) |
14d,e,g | NH4SCN | I2O5 | DMSO | 62 (13) |
15d,e | — | I2O5 | DMSO | 26 (18) |
16d,e,h | — | I2O5 | DMSO | 24 (13) |
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