Oxidant-controlled divergent transformations of 3-aminoindazoles for the synthesis of pyrimido[1,2-: B] -indazoles and aromatic nitrile-derived dithioacetals - Details

author：

Zhou, Y. (Zhou, Y..) ^[1] | Lou, Y. (Lou, Y..) ^[2] | Wang, Y. (Wang, Y..) ^[3] | Song, Q. (Song, Q..) ^[4]

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Abstract：

The　oxidant-controlled　divergent　reactivity　of　3-aminoindazoles　is　presented　herein.　Diverse　functionalized　pyrimido[1,2-b]-indazole　derivatives　were　obtained　with　good　yields　via　a　Lewis-acid　promoted　[3　+　3]　annulation　reaction　between　ketene　dithioacetals　and　3-aminoindazoles.　When　the　reaction　was　performed　using　the　Cu/[O]　catalytic　system,　new　reactivity　for　the　ring-opening　of　3-aminoindazoles　via　C-N　bond　activation　was　achieved,　which　enables　the　olefinic　C-H　arylation　of　ketene　dithioacetals　under　mild　conditions.　©　2019　the　Partner　Organisations.

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[ 1 ] [Zhou, Y.]Institute of Next Generation Matter Transformation, College of Chemical Engineering, Huaqiao University, 668 Jimei Blvd, Xiamen Fujian, 361021, China
[ 2 ] [Lou, Y.]Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou Zhejiang, China
[ 3 ] [Wang, Y.]Institute of Next Generation Matter Transformation, College of Chemical Engineering, Huaqiao University, 668 Jimei Blvd, Xiamen Fujian, 361021, China
[ 4 ] [Song, Q.]Institute of Next Generation Matter Transformation, College of Chemical Engineering, Huaqiao University, 668 Jimei Blvd, Xiamen Fujian, 361021, China
[ 5 ] [Song, Q.]Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou Zhejiang, China
[ 6 ] [Song, Q.]Key Laboratory of Molecule Synthesis and Function Discovery, Fujian Province University, College of Chemistry, Fuzhou University, Fuzhou Fujian, 350108, China

Reprint 's Address：

[Song, Q.]Institute of Next Generation Matter Transformation, College of Chemical Engineering, Huaqiao University, 668 Jimei Blvd, China

Email：

qsong@hqu.edu.cn

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Source ：

Organic Chemistry Frontiers

ISSN： 2052-4110

Year： 2019

Issue： 19

Volume： 6

Page： 3355-3359

5 . 1 5 5

JCR@2019

4 . 6 0 0

JCR@2023

ESI HC Threshold：184

JCR Journal Grade：1

CAS Journal Grade：1

Cited Count：

WoS CC Cited Count：

SCOPUS Cited Count： 27

ESI Highly Cited Papers on the List： 0 Unfold All

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Chinese Cited Count：

30 Days PV： 0

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