Photoinduced Synthesis of Bis-Sulfonyl γ-Arylated Ketones via DMAP/DDQ-Mediated Stereogenic Conjugated Addition of α-Sulfonyl Chalcones with Benzylic Sulfones

被引：1

作者：

Hsueh, Nai-Chen ^{[1
]}

Chang, Meng-Yang ^{[1
,2
,3
]}

机构：

[1] Kaohsiung Med Univ, Dept Med & Appl Chem, Kaohsiung 807, Taiwan

[2] Kaohsiung Med Univ, Hosp, Dept Med Res, Kaohsiung 807, Taiwan

[3] Natl Pingtung Univ Sci & Technol, NPUST Coll Profess Studies, Pingtung 912, Taiwan

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2023年 / 365卷 / 04期

关键词：

Sulfonyl Chalcones; Benzylic Sulfones; gamma-Arylated Ketones; Conjugated Addition; Photolytic Irradiation; CATALYZED ASYMMETRIC ARYLATION;

D O I：

10.1002/adsc.202201347

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

The DMAP/DDQ-mediated stereochemical conjugated addition of sulfonyl chalcones and benzylic sulfones under photolytic irradiation produces diverse bis-sulfonyl gamma-arylated ketones with three contiguous stereogenic centers in a yield of 79%-92%. Herein, a plausible mechanism is proposed and discussed.

引用

页码：544 / 554

页数：11

共 3 条

[1] NH2OH-HCl-Mediated Umpolung α-Methylsulfonylation of α-Sulfonyl Ketones with Methylsulfoxides: Synthesis of α,β-Bis-sulfonyl Arylketones
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ORGANIC LETTERS, 2019, 21 (06) : 1832 - 1836
[2] One-Pot Synthesis of Bis-sulfonyl Dibenzofurans via K2CO3-Mediated Benzannulation of α-Sulfonyl o-Hydroxyacetophenones with 1,4-Dichloro-2-butyne
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ADVANCED SYNTHESIS & CATALYSIS, 2023, 365 (22) : 3942 - 3949
[3] One-pot synthesis of symmetrical bis-sulfonyl 2,6-diarylpyridines via BiCl3-catalyzed and K2S2O8-mediated domino annulation of β-ketosulfones and N,N-dimethylacetamide
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Lin, Chun-Yi
ORGANIC & BIOMOLECULAR CHEMISTRY, 2025, 23 (04) : 844 - 853

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