NDLI: Preparation of 2-(3-Methyleneindolin-2-yl)phenols via Sodium Hydride Promoted C–C/C

Content Provider	Scilit
Author	Liu, Feng-Ping Zhao, Hong-Ping Tan, Shuang Lu, Xiuqiang Mo, Dong-Liang
Copyright Year	2019
Description	◊ F.-P. Liu and H.-P. Zhao contributed equally to this work. A variety of 2-(3-methyleneindolin-2-yl)phenols were prepared in good to excellent yields through a NaH-promoted C–C/C–O bond cleavage of fused indolines under mild and simple conditions. Mechanistic studies showed that NaH serves as a nucleophile, attacking the aldehyde group of indoline, which is followed by tandem C–C/C–O bond cleavage to afford the desired products. A representative 2-(3-methyleneindolin-2-yl)phenol was easily prepared on a gram scale.
Related Links	http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0037-1611850.pdf
Ending Page	3484
Page Count	8
Starting Page	3477
ISSN	00397881
e-ISSN	1437210X
DOI	10.1055/s-0037-1611850
Journal	Synthesis
Issue Number	18
Volume Number	51
Language	English
Publisher	Georg Thieme Verlag KG
Publisher Date	2019-06-12
Access Restriction	Open
Subject Keyword	Journal: Synthesis Organic Chemistry Cascade Reaction C–c/c–o Bond Cleavage
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry Catalysis

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Preparation of 2-(3-Methyleneindolin-2-yl)phenols via Sodium Hydride Promoted C–C/C–O Bond Cleavage