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.
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页数：10
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