A simple and efficient synthesis of 9-arylfluorenes via metal-free reductive coupling of arylboronic acids and N-tosylhydrazones in situ

Content Provider	Semantic Scholar
Author	Shen, Xu Gu, Ningning Liu, Ping Ma, Xiaowei Xie, Jianwei Liu, Yan Xiang
Copyright Year	2015
Abstract	A general, yet efficient synthesis method of 9-arylfluorenes via metal-free reductive coupling of N-tosylhydrazones and arylboronic acids has been developed. This methodology is realized by a one-pot protocol in two steps involving the preparation of N-tosylhydrazones by reacting tosylhydrazide with 9-fluorenone derivatives, followed by the reductive coupling of arylboronic acid in the presence of potassium carbonate to afford various 9-arylfluorenes analogues in moderate to excellent yields. Importantly, the catalytic system presented here enables the use of easily accessible starting materials and can be employed on a wide variety of substrates with good functional group tolerance. This protocol could also be particularly useful for the synthesis of 9-fluorenyl-substituted carbazolyl compounds.
Starting Page	63726
Ending Page	63731
Page Count	6
File Format	PDF HTM / HTML
DOI	10.1039/C5RA12099C
Volume Number	5
Alternate Webpage(s)	http://www.rsc.org/suppdata/c5/ra/c5ra12099c/c5ra12099c1.pdf
Alternate Webpage(s)	https://doi.org/10.1039/C5RA12099C
Language	English
Access Restriction	Open
Content Type	Text
Resource Type	Article