Synthesis 2018; 50(23): 4637-4644
DOI: 10.1055/s-0037-1610231
paper
© Georg Thieme Verlag Stuttgart · New York

Palladium-Catalyzed Reductive Coupling of Nitroarenes with Phenols­ leading to N-Cyclohexylanilines

Kai-Jian Liu
a   Hunan Provincial Engineering Research Center for Ginkgo biloba, Hunan University of Science and Engineering, Yongzhou 425100, P. R. of China   Email: weiminhe2016@yeah.net
,
Xiu-Ling Zeng
a   Hunan Provincial Engineering Research Center for Ginkgo biloba, Hunan University of Science and Engineering, Yongzhou 425100, P. R. of China   Email: weiminhe2016@yeah.net
,
Yong Zhang
a   Hunan Provincial Engineering Research Center for Ginkgo biloba, Hunan University of Science and Engineering, Yongzhou 425100, P. R. of China   Email: weiminhe2016@yeah.net
,
Yi Wang
a   Hunan Provincial Engineering Research Center for Ginkgo biloba, Hunan University of Science and Engineering, Yongzhou 425100, P. R. of China   Email: weiminhe2016@yeah.net
,
Xin-Sheng Xiao
a   Hunan Provincial Engineering Research Center for Ginkgo biloba, Hunan University of Science and Engineering, Yongzhou 425100, P. R. of China   Email: weiminhe2016@yeah.net
,
Huilan Yue
b   Key Laboratory of Tibetan Medicine Research, Northwest Institute of Plateau Biology, Chinese Academy of Sciences and Qinghai Provincial Key Laboratory of Tibetan Medicine Research, Qinghai 810008, P. R. of China
,
Ming Wang
c   Key Laboratory of Theoretical Organic Chemistry and Functional Molecule of Ministry of Education, Hunan University of Science and Technology, Xiangtan 411201, P. R. of China
,
Zilong Tang
c   Key Laboratory of Theoretical Organic Chemistry and Functional Molecule of Ministry of Education, Hunan University of Science and Technology, Xiangtan 411201, P. R. of China
,
a   Hunan Provincial Engineering Research Center for Ginkgo biloba, Hunan University of Science and Engineering, Yongzhou 425100, P. R. of China   Email: weiminhe2016@yeah.net
› Author Affiliations
We are grateful for financial support from the post-funded projects of Hunan University of Science and International Cooperation Project of Qinghai Province (2018-HZ-806, 2018-HZ-706).
Further Information

Publication History

Received: 17 May 2018

Accepted after revision: 12 July 2018

Publication Date:
16 August 2018 (online)


Abstract

A direct and efficient palladium-catalyzed reductive coupling reaction of nitroarenes with phenols has been developed. A series of N-cyclohexylaniline derivatives was easily and efficiently obtained in moderate to good yields via C–N bond formation by the simple use of safe and inexpensive sodium formate as the hydrogen donor.

Supporting Information