Visible-Light-Driven alpha-Allenylic C-O Bond Cleavage and Alkenyl C-S Formation: Metal-Free and Oxidant-Free Thiolation of Allenyl Phosphine Oxides | |
Zhang, Ling1,2; Zhu, Jie1,2; Ma, Jing1,2; Wu, Lei1,2,3,4; Zhang, Wei-Hua1,2 | |
刊名 | ORGANIC LETTERS
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2017-12-01 | |
卷号 | 19期号:23页码:6308-6311 |
ISSN号 | 1523-7060 |
DOI | 10.1021/acs.orglett.7b03052 |
英文摘要 | A visible-light photoredox cleavage of alpha-allenylic C-O bond and alkenyl C-S formation is disclosed for the first time. The thiolation of allenyl phosphine oxides with diaryl disulfides occurs smoothly in metal-free and mild conditions, affording novel S,P-bifunctionalized butadienes with moderate to excellent yields. Mechanistic studies explain the cleavage of a C(sp(3'))-O(Ar) bond in initiating a key alkenyl radical intermediate. |
语种 | 英语 |
出版者 | AMER CHEMICAL SOC |
WOS记录号 | WOS:000417229000012 |
内容类型 | 期刊论文 |
源URL | [http://ir.iccas.ac.cn/handle/121111/45337] ![]() |
专题 | 中国科学院化学研究所 |
通讯作者 | Wu, Lei; Zhang, Wei-Hua |
作者单位 | 1.Nanjing Agr Univ, Coll Sci, Jiangsu Key Lab Pesticide Sci, Nanjing 210095, Jiangsu, Peoples R China 2.Nanjing Agr Univ, Coll Sci, Dept Chem, Nanjing 210095, Jiangsu, Peoples R China 3.Chinese Acad Sci, Beijing Natl Lab Mol Sci, Beijing 100190, Peoples R China 4.Chinese Acad Sci, Inst Chem, Beijing 100190, Peoples R China |
推荐引用方式 GB/T 7714 | Zhang, Ling,Zhu, Jie,Ma, Jing,et al. Visible-Light-Driven alpha-Allenylic C-O Bond Cleavage and Alkenyl C-S Formation: Metal-Free and Oxidant-Free Thiolation of Allenyl Phosphine Oxides[J]. ORGANIC LETTERS,2017,19(23):6308-6311. |
APA | Zhang, Ling,Zhu, Jie,Ma, Jing,Wu, Lei,&Zhang, Wei-Hua.(2017).Visible-Light-Driven alpha-Allenylic C-O Bond Cleavage and Alkenyl C-S Formation: Metal-Free and Oxidant-Free Thiolation of Allenyl Phosphine Oxides.ORGANIC LETTERS,19(23),6308-6311. |
MLA | Zhang, Ling,et al."Visible-Light-Driven alpha-Allenylic C-O Bond Cleavage and Alkenyl C-S Formation: Metal-Free and Oxidant-Free Thiolation of Allenyl Phosphine Oxides".ORGANIC LETTERS 19.23(2017):6308-6311. |
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