Cesium hydroxide-catalyzed isomerization of terminal alkynes for the synthesis of O-allenes and N-allenes

[Display omitted] A novel and efficient method for the synthesis of O-allenes and N-allenes via isomerization of terminal alkynes catalyzed by cesium hydroxide monohydrate is described. The advantages of this method include: mild reaction conditions, high yields and wide tolerance toward functional...

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Published inTetrahedron letters Vol. 56; no. 41; pp. 5504 - 5507
Main Authors Li, You, Chen, Jinyang, Qiu, Renhua, Wang, Xie, Long, Jinguo, Zhu, Longzhi, Au, Chak-Tong, Xu, Xinhua
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 07.10.2015
Elsevier
Subjects
Cesium hydroxide monohydrate
Chemistry
Chemistry, Organic
Isomerization
N-allenes
O-allenes
Physical Sciences
Science & Technology
Terminal alkynes
N-allenes
Isomerization
O-allenes
Terminal alkynes
Cesium hydroxide monohydrate
HALIDES
ACID
ALLENAMIDES
INDOLES
ETHERS
BONDS
CYCLOISOMERIZATION
INHIBITORS
CYCLIZATION
AMIDES
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Summary:[Display omitted] A novel and efficient method for the synthesis of O-allenes and N-allenes via isomerization of terminal alkynes catalyzed by cesium hydroxide monohydrate is described. The advantages of this method include: mild reaction conditions, high yields and wide tolerance toward functional groups. The protocol provides an efficient route to O-allenes and N-allenes, which are important intermediates in organic synthetic chemistry.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2015.08.016