Microwave-Assisted Synthesis of Phenylpropanoids and Coumarins: Total Synthesis of Osthol

被引：33

作者：

Konradova, Daniela ^{[1
,2
]}

Kozubikova, Hana ^{[3
]}

Dolezal, Karel ^{[1
,2
,3
]}

Pospisil, Jiri ^{[1
,2
,3
]}

机构：

[1] Palacky Univ, Lab Growth Regulators, Slechtitelu 27, Olomouc 78371, Czech Republic

[2] Palacky Univ, Inst Expt Bot AS CR, Slechtitelu 27, Olomouc 78371, Czech Republic

[3] Palacky Univ, Dept Chem Biol & Genet, Ctr Reg Hana Biotechnol & Agr Res, Fac Sci, Slechtitelu 27, Olomouc 78371, Czech Republic

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 2017卷 / 35期

关键词：

Synthetic methods; Oxygen heterocycles; Total synthesis; Microwave chemistry; Cyclization; CLAISEN REARRANGEMENT; PHENOL OXIDATION; WITTIG REACTION; ACIDS;

D O I：

10.1002/ejoc.201701021

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Herein we describe a one-pot microwave-assisted method for the synthesis of cinnamic acid and coumarin derivatives. The synthesis begins with an aldehyde synthon, and the chosen reaction conditions determine whether a cinnamic acid or coumarin derivative is formed. A regioselective Claisen rearrangement was also efficiently incorporated into the synthetic sequence to further increase the complexity of the product. Notably, this approach provides high product yields and selectivities without the need of a phenol protecting group.

引用

页码：5204 / 5213

页数：10

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