Iodobenzene Catalyzed C–H Amination of N‑Substituted Amidines Using m‑Chloroperbenzoic Acid
The oxidative C–H amination of N″-aryl-N′-tosyl/N′-methylsulfonylamidines and N,N′-bis(aryl)amidines has been accomplished using iodobenzene as a catalyst to furnish 1,2-disubstituted benzimidazoles in the presence of mCPBA as a terminal oxidant at room temperature. The reaction is general, and the...
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Veröffentlicht in: | Organic letters 2013-03, Vol.15 (6), p.1334-1337 |
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creator | Alla, Santhosh Kumar Kumar, Rapolu Kiran Sadhu, Pradeep Punniyamurthy, Tharmalingam |
description | The oxidative C–H amination of N″-aryl-N′-tosyl/N′-methylsulfonylamidines and N,N′-bis(aryl)amidines has been accomplished using iodobenzene as a catalyst to furnish 1,2-disubstituted benzimidazoles in the presence of mCPBA as a terminal oxidant at room temperature. The reaction is general, and the target products can be obtained in moderate to high yields. |
doi_str_mv | 10.1021/ol400274f |
format | Article |
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The reaction is general, and the target products can be obtained in moderate to high yields.</description><subject>Amidines - chemistry</subject><subject>Amination</subject><subject>Benzimidazoles - chemical synthesis</subject><subject>Benzimidazoles - chemistry</subject><subject>Catalysis</subject><subject>Chlorobenzoates - chemistry</subject><subject>Combinatorial Chemistry Techniques</subject><subject>Iodobenzenes - chemistry</subject><subject>Molecular Structure</subject><subject>Oxidation-Reduction</subject><subject>Stereoisomerism</subject><issn>1523-7060</issn><issn>1523-7052</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkLtOwzAUhi0EouUy8ALICxIMBV_SOB6rCGilCgboHDmODa4Su9jJ0E59BcQb9klw1dKJ6Ryd_9MnnR-AK4zuMSL4wdUJQoQl-gj08ZDQAUNDcnzYU9QDZyHMEcLxwk9Bj9AkSTLO-kBMXOVKZVfKKpiLVtTLlapgvln_jOGoMVa0xlnoNHzZrL_fujK0pu3aiMSwMlYFOAvGfsAmxvln7bxbKL8VOiPhSJrqApxoUQd1uZ_nYPb0-J6PB9PX50k-mg4EzXA7UISIDKVYIEU4kkwSJphMK6JpxjEt01QorElGecl5kkqJY8aZkFpXKcUZPQe3O-_Cu69OhbZoTJCqroVVrgsFpphllCUERfRuh0rvQvBKFwtvGuGXBUbFttHi0Ghkr_farmxUdSD_KozAzQ4QMhRz13kbv_xH9AsJYH92</recordid><startdate>20130315</startdate><enddate>20130315</enddate><creator>Alla, Santhosh Kumar</creator><creator>Kumar, Rapolu Kiran</creator><creator>Sadhu, Pradeep</creator><creator>Punniyamurthy, Tharmalingam</creator><general>American Chemical Society</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20130315</creationdate><title>Iodobenzene Catalyzed C–H Amination of N‑Substituted Amidines Using m‑Chloroperbenzoic Acid</title><author>Alla, Santhosh Kumar ; Kumar, Rapolu Kiran ; Sadhu, Pradeep ; Punniyamurthy, Tharmalingam</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a381t-e22a8061a0e290c7c27a7c6d2f38913b66ae1f2839b9946cc16d297acffd63183</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>Amidines - chemistry</topic><topic>Amination</topic><topic>Benzimidazoles - chemical synthesis</topic><topic>Benzimidazoles - chemistry</topic><topic>Catalysis</topic><topic>Chlorobenzoates - chemistry</topic><topic>Combinatorial Chemistry Techniques</topic><topic>Iodobenzenes - chemistry</topic><topic>Molecular Structure</topic><topic>Oxidation-Reduction</topic><topic>Stereoisomerism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Alla, Santhosh Kumar</creatorcontrib><creatorcontrib>Kumar, Rapolu Kiran</creatorcontrib><creatorcontrib>Sadhu, Pradeep</creatorcontrib><creatorcontrib>Punniyamurthy, Tharmalingam</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Organic letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Alla, Santhosh Kumar</au><au>Kumar, Rapolu Kiran</au><au>Sadhu, Pradeep</au><au>Punniyamurthy, Tharmalingam</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Iodobenzene Catalyzed C–H Amination of N‑Substituted Amidines Using m‑Chloroperbenzoic Acid</atitle><jtitle>Organic letters</jtitle><addtitle>Org. 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source | MEDLINE; American Chemical Society Journals |
subjects | Amidines - chemistry Amination Benzimidazoles - chemical synthesis Benzimidazoles - chemistry Catalysis Chlorobenzoates - chemistry Combinatorial Chemistry Techniques Iodobenzenes - chemistry Molecular Structure Oxidation-Reduction Stereoisomerism |
title | Iodobenzene Catalyzed C–H Amination of N‑Substituted Amidines Using m‑Chloroperbenzoic Acid |
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