Synthesis of cyclopentenyl and cyclohexenyl ketones via [3 ＋ 2] and [4 ＋ 2] annulations of 1,2-allenic ketones

In this paper, an efficient synthesis of cyclopentenyl ketones and cyclohexenyl ketones through tertiary phosphine catalyzed [3 ＋ 2] and [4 ＋ 2] annulations of 1,2-allenic ketones with activated alkenes has been developed. Compared with published synthetic methods on cyclopentenyl ketones and cycloh...

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Bibliographic Details
Published inChinese chemical letters Vol. 25; no. 1; pp. 55 - 57
Main Authors Cui, Liang-Yan, Guo, Sheng-Hai, Li, Bin, Zhang, Xin-Ying, Fan, Xue-Sen
Format Journal Article
LanguageEnglish
Published NEW YORK Elsevier B.V 2014
Elsevier
Subjects
1,2-Allenic ketone
Chemistry
Chemistry, Multidisciplinary
Cyclohexenyl ketone
Cyclopentenyl ketone
Phosphine-catalyzed annulation
Physical Sciences
Science & Technology
丙二烯
反应条件
叔膦
合成方法
烯基
环己酮
环戊酮
酮类
Cyclopentenyl ketone
Phosphine-catalyzed annulation
Cyclohexenyl ketone
1,2-Allenic ketone
CYCLOADDITION
PHOSPHINE CATALYSIS
ALLENOATES
ALDEHYDES
ALLENES
EFFICIENT
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Summary:In this paper, an efficient synthesis of cyclopentenyl ketones and cyclohexenyl ketones through tertiary phosphine catalyzed [3 ＋ 2] and [4 ＋ 2] annulations of 1,2-allenic ketones with activated alkenes has been developed. Compared with published synthetic methods on cyclopentenyl ketones and cyclohexenyl ketones, the protocols developed in this paper have the advantages such as readily available starting materials, mild reaction conditions and high efficiency.
Bibliography:11-2710/O6
In this paper, an efficient synthesis of cyclopentenyl ketones and cyclohexenyl ketones through tertiary phosphine catalyzed [3 ＋ 2] and [4 ＋ 2] annulations of 1,2-allenic ketones with activated alkenes has been developed. Compared with published synthetic methods on cyclopentenyl ketones and cyclohexenyl ketones, the protocols developed in this paper have the advantages such as readily available starting materials, mild reaction conditions and high efficiency.
Cyclopentenylketone Cyclohexenyl ketone 1,2-Allenic ketone Phosphine-catalyzed annulation
ISSN:1001-8417
1878-5964
DOI:10.1016/j.cclet.2013.10.008