Manipulation of Water for Diversified Functionalization of Tetrahydro-β-carbolines (THβCs) with Indoles - Details

author：

Xu, D. (Xu, D..) ^[1] | Ye, F. (Ye, F..) ^[2] | Ye, J. (Ye, J..) ^[3] | Gao, Y. (Gao, Y..) ^[4] | Chen, H. (Chen, H..) ^[5]

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Abstract：

Water　plays　a　crucial　role　in　organic　synthesis.　However,　diversified　functionalization　manipulated　by　water　is　still　rare　and　remains　unexplored.　Herein,　we　report　the　first　water-manipulated　protocol　to　achieve　the　diversified　functionalization　of　tetrahydro-β-carbolines　(THβCs)　in　an　open　flask　at　room　temperature　that　exhibit　a　broad　functional-group　tolerance.　More　water　leads　to　monoarylation,　while　less　water　leads　to　diarylation.　Further　one-step　transformation　afforded　oxidized　bis(indolyl)methanes,　eudistomin　U,　and　the　related　derivatives　in　satisfactory　yields.　Copyright　©　2019　American　Chemical　Society.

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[ 1 ] [Xu, D.]Key Laboratory of Molecule Synthesis and Function Discovery, Fuzhou University, Fujian Province University, College of Chemistry, Fuzhou University, Fuzhou, Fujian, 350116, China
[ 2 ] [Ye, F.]Key Laboratory of Molecule Synthesis and Function Discovery, Fuzhou University, Fujian Province University, College of Chemistry, Fuzhou University, Fuzhou, Fujian, 350116, China
[ 3 ] [Ye, J.]Key Laboratory of Molecule Synthesis and Function Discovery, Fuzhou University, Fujian Province University, College of Chemistry, Fuzhou University, Fuzhou, Fujian, 350116, China
[ 4 ] [Gao, Y.]Key Laboratory of Molecule Synthesis and Function Discovery, Fuzhou University, Fujian Province University, College of Chemistry, Fuzhou University, Fuzhou, Fujian, 350116, China
[ 5 ] [Chen, H.]Key Laboratory of Molecule Synthesis and Function Discovery, Fuzhou University, Fujian Province University, College of Chemistry, Fuzhou University, Fuzhou, Fujian, 350116, China

Reprint 's Address：

[Chen, H.]Key Laboratory of Molecule Synthesis and Function Discovery, Fuzhou University, Fujian Province University, College of Chemistry, Fuzhou UniversityChina

Email：

chenhaij@gmail.com

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Source ：

Organic Letters

ISSN： 1523-7060

Year： 2019

Issue： 15

Volume： 21

Page： 6160-6163

6 . 0 9 1

JCR@2019

4 . 9 0 0

JCR@2023

ESI HC Threshold：184

JCR Journal Grade：1

CAS Journal Grade：1

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WoS CC Cited Count：

SCOPUS Cited Count： 16

ESI Highly Cited Papers on the List： 0 Unfold All

WanFang Cited Count：

Chinese Cited Count：

30 Days PV： 1

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