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Using a polymer-supported azide ion in [2+3] cycloaddition reaction of azide ion with nitriles

The [2+3] cycloaddition between various nitriles and crosslinked poly(4‐vinylpyridine) supported azide ion proceeds smoothly in the presence of ammonium bromide or ammonium chloride in N,N‐dimethyl formamide, to give the corresponding 5‐substituted‐1H‐tetrazoles in good to high yields. Conventional...

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Published in:	Journal of applied polymer science 2012-02, Vol.123 (4), p.1977-1982
Main Authors:	Karimi Zarchi, Mohammad Ali, Nazem, Fatemeh
Format:	Article
Language:	English
Subjects:	5-substituted 1-H tetrazole [2+3] cycloaddition alkyl azide Ammonium bromides Ammonium chlorides Applied sciences Crosslinking Cycloaddition Exact sciences and technology Heating Materials science nitrile Nitriles Organic polymers Physicochemistry of polymers polymer-supported reagent polymeric reagent Polymers Properties and characterization Reaction time Special properties (catalyst, reagent or carrier)
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cited_by	cdi_FETCH-LOGICAL-c3981-203b947536e977ef858a8eabb8275c571c64f4d23182f31a8eee9a07dfbf095e3
cites	cdi_FETCH-LOGICAL-c3981-203b947536e977ef858a8eabb8275c571c64f4d23182f31a8eee9a07dfbf095e3
container_end_page	1982
container_issue	4
container_start_page	1977
container_title	Journal of applied polymer science
container_volume	123
creator	Karimi Zarchi, Mohammad Ali Nazem, Fatemeh
description	The [2+3] cycloaddition between various nitriles and crosslinked poly(4‐vinylpyridine) supported azide ion proceeds smoothly in the presence of ammonium bromide or ammonium chloride in N,N‐dimethyl formamide, to give the corresponding 5‐substituted‐1H‐tetrazoles in good to high yields. Conventional heating was used to promote reaction. It was found that using nitriles with electron‐withdrawing groups result in bout higher yields and lower reaction times. The present procedure offers advantages, such as shorter reaction time, and simple workup. © 2011 Wiley Periodicals, Inc. J Appl Polym Sci, 2012
doi_str_mv	10.1002/app.34701
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J Appl Polym Sci, 2012</description><subject>5-substituted 1-H tetrazole</subject><subject>[2+3] cycloaddition</subject><subject>alkyl azide</subject><subject>Ammonium bromides</subject><subject>Ammonium chlorides</subject><subject>Applied sciences</subject><subject>Crosslinking</subject><subject>Cycloaddition</subject><subject>Exact sciences and technology</subject><subject>Heating</subject><subject>Materials science</subject><subject>nitrile</subject><subject>Nitriles</subject><subject>Organic polymers</subject><subject>Physicochemistry of polymers</subject><subject>polymer-supported reagent</subject><subject>polymeric reagent</subject><subject>Polymers</subject><subject>Properties and characterization</subject><subject>Reaction time</subject><subject>Special properties (catalyst, reagent or carrier)</subject><issn>0021-8995</issn><issn>1097-4628</issn><issn>1097-4628</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2012</creationdate><recordtype>article</recordtype><recordid>eNp1kN1LHDEUxUOx0FX70P9goBQUmTUfk8nkUddPsHZhu_ShaMhmbmp0djIms-j61xt3rUihT_dyz-8cLgehLwQPCcZ0X3fdkBUCkw9oQLAUeVHSagMNkkbySkr-CW3GeIsxIRyXA3Q9ja79k-ms881yDiGPi67zoYc600-uhsz5NnNt9pvusavMLE3jdV27_uUcQJvV4u07-MH1N1nr-uAaiNvoo9VNhM-vcwtNT45_js7yix-n56ODi9wwWZGcYjaTheCsBCkE2IpXugI9m1VUcMMFMWVhi5oyUlHLSNIApMaitjOLJQe2hXbWuV3w9wuIvZq7aKBpdAt-ERUpBSkElYwl9Os_6K1fhDZ9pwgnpRQFlWWidteUCT7GAFZ1wc11WCqC1UvTKjWtVk0n9ttroo5GNzbo1rj4ZqCcM8qFSNz-mntI1Sz_H6gOxuO_yfna4WIPj28OHe5UKZjg6tflqRKTydGEfz9UE_YMDPiaxA</recordid><startdate>20120215</startdate><enddate>20120215</enddate><creator>Karimi Zarchi, Mohammad Ali</creator><creator>Nazem, Fatemeh</creator><general>Wiley Subscription Services, Inc., A Wiley Company</general><general>Wiley</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20120215</creationdate><title>Using a polymer-supported azide ion in [2+3] cycloaddition reaction of azide ion with nitriles</title><author>Karimi Zarchi, Mohammad Ali ; Nazem, Fatemeh</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3981-203b947536e977ef858a8eabb8275c571c64f4d23182f31a8eee9a07dfbf095e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2012</creationdate><topic>5-substituted 1-H tetrazole</topic><topic>[2+3] cycloaddition</topic><topic>alkyl azide</topic><topic>Ammonium bromides</topic><topic>Ammonium chlorides</topic><topic>Applied sciences</topic><topic>Crosslinking</topic><topic>Cycloaddition</topic><topic>Exact sciences and technology</topic><topic>Heating</topic><topic>Materials science</topic><topic>nitrile</topic><topic>Nitriles</topic><topic>Organic polymers</topic><topic>Physicochemistry of polymers</topic><topic>polymer-supported reagent</topic><topic>polymeric reagent</topic><topic>Polymers</topic><topic>Properties and characterization</topic><topic>Reaction time</topic><topic>Special properties (catalyst, reagent or carrier)</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Karimi Zarchi, Mohammad Ali</creatorcontrib><creatorcontrib>Nazem, Fatemeh</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>Journal of applied polymer science</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Karimi Zarchi, Mohammad Ali</au><au>Nazem, Fatemeh</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Using a polymer-supported azide ion in [2+3] cycloaddition reaction of azide ion with nitriles</atitle><jtitle>Journal of applied polymer science</jtitle><addtitle>J. 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source	Wiley-Blackwell Read & Publish Collection
subjects	5-substituted 1-H tetrazole [2+3] cycloaddition alkyl azide Ammonium bromides Ammonium chlorides Applied sciences Crosslinking Cycloaddition Exact sciences and technology Heating Materials science nitrile Nitriles Organic polymers Physicochemistry of polymers polymer-supported reagent polymeric reagent Polymers Properties and characterization Reaction time Special properties (catalyst, reagent or carrier)
title	Using a polymer-supported azide ion in [2+3] cycloaddition reaction of azide ion with nitriles
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