[3+2] Cycloaddition of para-Quinone Methides with Nitrile Imines: Approach to Spiro-pyrazoline-cyclohexadienones

被引:58
|
作者
Su, Yingpeng [1 ]
Zhao, Yanan [1 ]
Chang, Bingbing [1 ]
Zhao, Xiaolong [1 ]
Zhang, Rong [1 ]
Liu, Xuan [1 ]
Huang, Danfeng [1 ]
Wang, Ke-Hu [1 ]
Huo, Congde [1 ]
Hu, Yulai [1 ]
机构
[1] Northwest Normal Univ, Coll Chem & Chem Engn, 967 Anning East Rd, Lanzhou 730070, Gansu, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 84卷 / 11期
基金
中国国家自然科学基金;
关键词
ENANTIOSELECTIVE 1,3-DIPOLAR CYCLOADDITIONS; SPIROPYRAZOLINE OXINDOLES; SULFONIUM SALTS; ACCESS; NITRILIMINES; ANNULATION; SPIROCYCLOPROPANATION; PYRROLOIMINOQUINONE; DEAROMATIZATION; DERIVATIVES;
D O I
10.1021/acs.joc.9b00434
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[3 + 2] cycloaddition of para-quinone methides with nitrile imines under mild conditions has been achieved. The corresponding spiro-pyrazoline-cyclohexadienone products were constructed in good to excellent yields (up to 97% yield) with high regioselectivity. This straightforward protocol exhibits good functional group tolerance and scalability and provides the spiro-pyrazoline-cydohexadienones.
引用
收藏
页码:6719 / 6728
页数:10
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