Divergent Synthesis of Tetrasubstituted Phenols via [3+3] Cycloaddition Reaction of Vinyl Sulfoxonnium Ylides with Cyclopropenones

被引：23
作者：
Chen, Shao-Yong [1 ]
Zeng, Yao-Fu [2 ]
Zou, Wen-Xuan [1 ]
Shen, Dan-Ting [1 ]
Zheng, Yi-Chuan [1 ]
Song, Jia-Lin [1 ]
Zhang, Shang-Shi [1 ]
机构：
[1] Guangdong Pharmaceut Univ, Ctr Drug Res & Dev, Guangdong Prov Engn Ctr Top Precise Drug Delivery, Guangdong Prov Key Lab Adv Drug Delivery, Guangzhou 510006, Peoples R China
[2] Univ South China, Sch Pharmaceut Sci, Hengyang Med Sch, Hunan Prov Key Lab Tumor Microenvironm Respons Dru, Hengyang 421001, Hunan, Peoples R China
来源：
ORGANIC LETTERS | 2023年 / 25卷 / 23期
基金：
中国国家自然科学基金;
关键词：
INSERTION; ANNULATION;
D O I：
10.1021/acs.orglett.3c01327
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Two categories of tetrasubstitutedphenols were prepared via thecycloaddition reaction of vinyl sulfoxonnium ylides with cyclopropenonesin a switchable manner. Copper carbenoid was proposed as the activeintermediate in the process of 2,3,4,5-tetrasubstituted phenols formation,while 2,3,5,6-tetrasubstituted phenols were generated via the direct[3 + 3] annulation of vinyl sulfoxonnium ylides with cyclopropenonesunder metal-free conditions. Further synthetic applications were alsodemonstrated.
引用
收藏
页码：4286 / 4291
页数：6
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