Synthesis of cyclobutyl-fused tetralones via photolytic [2+2] Cycloaddition

被引：0

作者：

Hsueh, Nai-Chen ^{[1
]}

Chen, Pin-Hsien ^{[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：

TETRAHEDRON | 2023年 / 143卷

关键词：

Cyclobutyl-fused; 1-tetralones; o-Cinnamyl acetophenones; Arylaldehydes; Photolytic annulation; o-Cinnamyl chalcones; DRUG DISCOVERY; DERIVATIVES; OXETANES;

D O I：

10.1016/j.tet.2023.133552

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Herein, we demonstrate an efficient two-step preparation of substituted cyclobutyl-fused 1-tetralones bearing four contiguous stereochemical centers, including (i) intermolecular aldol condensation of o-cinnamyl acetophenones with arylaldehydes, and (ii) intramolecular photolytic annulation of the resulting o-cinnamyl chalcones. The key structures are determined by single-crystal X-ray analysis. Plausible mechanism is also presented.

引用

页数：10

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