Silver(I)-Mediated Phosphorylation/Cyclization Cascade of N-Cyanamide Alkenes for Divergent Access to Quinazolinones and Dihydroisoquinolinones

被引:109
作者
Zheng, Jing [1 ]
Zhang, Yan [1 ]
Wang, Dahai [1 ]
Cui, Sunliang [1 ]
机构
[1] Zhejiang Univ, Coll Pharmaceut Sci, Inst Drug Discovery & Design, 866 Yuhangtang Rd, Hangzhou 310058, Zhejiang, Peoples R China
基金
中国国家自然科学基金;
关键词
OXIDATIVE CYCLIZATION; RADICAL CYCLIZATION; FACILE SYNTHESIS; C-C; FUNCTIONALIZATION; BENZAMIDES; INDOLES; OXIDES;
D O I
10.1021/acs.orglett.6b00481
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A silver(I)-mediated phosphorylation/cyclization radical cascade of N-cyanamide alkenes has been developed. The addition of in situ generated phosphorus radical to N-cyanamide alkenes triggers the cascade, resulting in late-stage cyclization toward divergent access to 4-quinazolinones and dihydroisoquinolinones. Both terminal and internal N-cyanamide alkenes are applicable in this protocol, and the cyclizations are consistent with Baldwin's rule.
引用
收藏
页码:1768 / 1771
页数:4
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