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Acid-controlled multicomponent selective synthesis of 2,4,6-triaryl pyridines and pyrimidines by using hexamethyldisilazane as a nitrogen source under microwave irradiation
An efficient and general protocol for the synthesis of functionalized 2,4,6-triaryl pyridines and pyrimidines was developed from commercially available aromatic ketones, aldehydes and hexamethyldisilazane (HMDS) as a nitrogen source under microwave irradiation. In this multicomponent synthetic route...
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Published in: | RSC advances 2022-09, Vol.12 (42), p.27281-27291 |
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container_issue | 42 |
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container_title | RSC advances |
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creator | Chan, Chieh-Kai Chung, Yi-Hsiu Wang, Cheng-Chung |
description | An efficient and general protocol for the synthesis of functionalized 2,4,6-triaryl pyridines and pyrimidines was developed from commercially available aromatic ketones, aldehydes and hexamethyldisilazane (HMDS) as a nitrogen source under microwave irradiation. In this multicomponent synthetic route, Lewis acids play an important role in selectively synthesizing six-membered heterocycles, including pyridines (1N) and pyrimidines (2N), by involving [2 + 1 + 2 + 1] or [2 + 1 + 1 + 1 + 1] annulated processes.
Synthesis of pyrimidines and pyridines from commercially available ketones and aldehydes by using hexamethyldisilazane as a nitrogen source and controlled by acids under microwave irradiation. |
doi_str_mv | 10.1039/d2ra04739j |
format | article |
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Synthesis of pyrimidines and pyridines from commercially available ketones and aldehydes by using hexamethyldisilazane as a nitrogen source and controlled by acids under microwave irradiation.</description><subject>Aldehydes</subject><subject>Irradiation</subject><subject>Ketones</subject><subject>Lewis acid</subject><subject>Nitrogen</subject><subject>Pyridines</subject><subject>Pyrimidines</subject><subject>Synthesis</subject><issn>2046-2069</issn><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNpdkltLHDEUx0NRVFZffG8J-CLFaXOZZHYeF3uzCIXSPg_Z5IybJZOsSUY7_Uz9kI3uaqV5yTnkd67_IHRKyTtKePvesKhI3fB2_QodMVLLihHZ7r2wD9FJSmtSjhSUSXqADrlkjSRUHKE_C21NpYPPMTgHBg-jy1aHYRM8-IwTONDZ3gFOk88rSDbh0GN2UV_IKker4uTwZorWWA8JK28evWHnLyc8Jutv8Ap-qQHyanLGJuvUb-UBqxKAvS2lb8DjFMaoAY_eQMSD1THcq1LXxqiMVdkGf4z2e-USnOzuGfr56eOPyy_V9bfPV5eL60pzwnMlTE05bwlr1NzUum6EIUSZeS0AuGaU8UbpJW818L43UvFWSd02XPSUAlOSz9D5Nu8mhtsRUu4GmzQ4V5oOY-pYw-a0ZnPRFvTsP3RdxvCluweKCiqaIs4Mvd1SZaiUIvTdpuyo7K6jpHuQsfvAvi8eZfxa4De7lONyAPOMPolWgNdbICb9_PrvH_C_MlKlhQ</recordid><startdate>20220922</startdate><enddate>20220922</enddate><creator>Chan, Chieh-Kai</creator><creator>Chung, Yi-Hsiu</creator><creator>Wang, Cheng-Chung</creator><general>Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-5178-156X</orcidid><orcidid>https://orcid.org/0000-0002-2562-0658</orcidid></search><sort><creationdate>20220922</creationdate><title>Acid-controlled multicomponent selective synthesis of 2,4,6-triaryl pyridines and pyrimidines by using hexamethyldisilazane as a nitrogen source under microwave irradiation</title><author>Chan, Chieh-Kai ; Chung, Yi-Hsiu ; Wang, Cheng-Chung</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c303t-5d41339027a8d4c475d00ad845ee3c21237acb39ce3ffd6a39a6c9735f11e2a63</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Aldehydes</topic><topic>Irradiation</topic><topic>Ketones</topic><topic>Lewis acid</topic><topic>Nitrogen</topic><topic>Pyridines</topic><topic>Pyrimidines</topic><topic>Synthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Chan, Chieh-Kai</creatorcontrib><creatorcontrib>Chung, Yi-Hsiu</creatorcontrib><creatorcontrib>Wang, Cheng-Chung</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>MEDLINE - Academic</collection><jtitle>RSC advances</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Chan, Chieh-Kai</au><au>Chung, Yi-Hsiu</au><au>Wang, Cheng-Chung</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Acid-controlled multicomponent selective synthesis of 2,4,6-triaryl pyridines and pyrimidines by using hexamethyldisilazane as a nitrogen source under microwave irradiation</atitle><jtitle>RSC advances</jtitle><addtitle>RSC Adv</addtitle><date>2022-09-22</date><risdate>2022</risdate><volume>12</volume><issue>42</issue><spage>27281</spage><epage>27291</epage><pages>27281-27291</pages><issn>2046-2069</issn><eissn>2046-2069</eissn><abstract>An efficient and general protocol for the synthesis of functionalized 2,4,6-triaryl pyridines and pyrimidines was developed from commercially available aromatic ketones, aldehydes and hexamethyldisilazane (HMDS) as a nitrogen source under microwave irradiation. In this multicomponent synthetic route, Lewis acids play an important role in selectively synthesizing six-membered heterocycles, including pyridines (1N) and pyrimidines (2N), by involving [2 + 1 + 2 + 1] or [2 + 1 + 1 + 1 + 1] annulated processes.
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issn | 2046-2069 2046-2069 |
language | eng |
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source | PubMed Central |
subjects | Aldehydes Irradiation Ketones Lewis acid Nitrogen Pyridines Pyrimidines Synthesis |
title | Acid-controlled multicomponent selective synthesis of 2,4,6-triaryl pyridines and pyrimidines by using hexamethyldisilazane as a nitrogen source under microwave irradiation |
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