Concise Three-Step Strategy for the Synthesis of 2-Benzoxepin-3(1H)-ones

被引:8
作者
Madhurima, Hazra [1 ]
Krishna, Jonnada [1 ]
Satyanarayana, Gedu [1 ]
机构
[1] Indian Inst Technol IIT Hyderabad, Yeddumailaram 502205, Telangana, India
来源
SYNTHESIS-STUTTGART | 2015年 / 47卷 / 09期
关键词
palladium catalysis; Heck coupling; reduction; condensation; benzoxepinones; REGIOSELECTIVE HECK COUPLINGS; HPLC-SPE-NMR; ASYMMETRIC-SYNTHESIS; MICHAEL REACTION; METABOLITES; CYCLIZATION; DIVERSITY; CHEMISTRY; FUNGI;
D O I
10.1055/s-0034-1379901
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A short and efficient method was developed for the synthesis of 2-benzoxepin-3(1H)-ones. The synthetic sequence comprises of initial intermolecular Heck coupling, followed by reduction of the carbonyl functionality of the Heck product and finally base-induced intramolecular condensation. Notably, the final condensation may proceed by an interesting oxy-Michael addition, cycloreversion via double bond isomerization and intramolecular condensation.
引用
收藏
页码:1245 / 1254
页数:10
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