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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 53, 2023 - Issue 18
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Articles

NaNO2-catalyzed reaction of cyclohexenone-MBH acetates: A convenient synthesis of 2-methylene-3-cyclohexenones

Lin JiangNational and Local Joint Engineering Research Center for Green Preparation Technology of Biobased Materials, School of Chemistry and Environment, Yunnan Minzu University, Kunming, P.R. ChinaCorrespondence[email protected]
ORCID Iconhttps://orcid.org/0000-0002-0453-8401View further author information
ORCID Icon,
Lu LiNational and Local Joint Engineering Research Center for Green Preparation Technology of Biobased Materials, School of Chemistry and Environment, Yunnan Minzu University, Kunming, P.R. ChinaView further author information
,
Min LiNational and Local Joint Engineering Research Center for Green Preparation Technology of Biobased Materials, School of Chemistry and Environment, Yunnan Minzu University, Kunming, P.R. ChinaView further author information
,
Ming-Wei YuanNational and Local Joint Engineering Research Center for Green Preparation Technology of Biobased Materials, School of Chemistry and Environment, Yunnan Minzu University, Kunming, P.R. ChinaView further author information
&
Ming-Long YuanNational and Local Joint Engineering Research Center for Green Preparation Technology of Biobased Materials, School of Chemistry and Environment, Yunnan Minzu University, Kunming, P.R. ChinaCorrespondence[email protected]
ORCID Iconhttps://orcid.org/0000-0003-2899-9584View further author information
ORCID Icon
Pages 1520-1528 | Received 22 May 2023, Published online: 14 Jul 2023
 
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Abstract

An efficient NaNO2-catalyzed synthesis of 2-methylene-3-cyclohexenones from easily accessible cyclohexenone-MBH acetates has been established for the first time. Target products were rapidly generated in moderate to high yields and with relatively high E/Z selectivity. Easy operation, good functional group tolerance, mild reaction conditions and the practicality of high efficiency of NaNO2 for the formation of 2-methylene-3-cyclohexenones constitute the attractive advantages of this reaction.

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Disclosure statement

No potential conflict of interest was reported by the author(s).

Additional information

Funding

This research was founded by the National Natural Science Foundation of China (22161051, 21302163).

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