A green, catalyst-free, solvent-free, high yielding one step synthesis of functionalized benzo[]furo[3,2-]chromen-4-(5)-ones and furo[3,2-]quinolin-4-(5)-ones
A green, three-component reaction of 1-hydroxy-3 H -benzo[ f ]chromen-3-ones and 4-hydroxyquinolin-2(1 H )-ones, an aromatic aldehyde and isonitrile, was developed for the first time, which resulted in a variety of substituted functionalized benzo[ f ]furo[3,2- c ]chromen-4-(5 H )-ones and furo[3,2-...
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Veröffentlicht in: | RSC advances 2015-01, Vol.5 (22), p.1787-1795 |
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creator | Kumar, Manoj Kaur, Tanpreet Gupta, Vinod K Sharma, Anuj |
description | A green, three-component reaction of 1-hydroxy-3
H
-benzo[
f
]chromen-3-ones and 4-hydroxyquinolin-2(1
H
)-ones, an aromatic aldehyde and isonitrile, was developed for the first time, which resulted in a variety of substituted functionalized benzo[
f
]furo[3,2-
c
]chromen-4-(5
H
)-ones and furo[3,2-
c
]quinolin-4-(5
H
)-ones in excellent yield. The merits of the presented protocol include the use of microwave irradiation, catalyst-free and solvent free conditions, high atom-efficiency and no need for work up or purification with column chromatography. The present method is milder yet more advanced than those previously reported for the synthesis of related structures, furo-chromen-4-ones, furopyrimidines, furopyranones
etc.
The synthesized compounds have been virtually screened against a series of therapeutic targets and have shown promising binding with some of them.
A green, solvent and catalyst free, microwave assisted 3-CR was explored for the synthesis of annulated furans in good yields. |
doi_str_mv | 10.1039/c5ra00733j |
format | Article |
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H
-benzo[
f
]chromen-3-ones and 4-hydroxyquinolin-2(1
H
)-ones, an aromatic aldehyde and isonitrile, was developed for the first time, which resulted in a variety of substituted functionalized benzo[
f
]furo[3,2-
c
]chromen-4-(5
H
)-ones and furo[3,2-
c
]quinolin-4-(5
H
)-ones in excellent yield. The merits of the presented protocol include the use of microwave irradiation, catalyst-free and solvent free conditions, high atom-efficiency and no need for work up or purification with column chromatography. The present method is milder yet more advanced than those previously reported for the synthesis of related structures, furo-chromen-4-ones, furopyrimidines, furopyranones
etc.
The synthesized compounds have been virtually screened against a series of therapeutic targets and have shown promising binding with some of them.
A green, solvent and catalyst free, microwave assisted 3-CR was explored for the synthesis of annulated furans in good yields.</description><identifier>ISSN: 2046-2069</identifier><identifier>EISSN: 2046-2069</identifier><identifier>DOI: 10.1039/c5ra00733j</identifier><language>eng</language><subject>Aldehydes ; Binding ; Catalysts ; Column chromatography ; Microwaves ; Purification ; Solvents ; Synthesis</subject><ispartof>RSC advances, 2015-01, Vol.5 (22), p.1787-1795</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c312t-ddfa9d5ff704c57bcc37bbdd686b4646d033f8177894660e0a2b9a15b98cc5903</citedby><cites>FETCH-LOGICAL-c312t-ddfa9d5ff704c57bcc37bbdd686b4646d033f8177894660e0a2b9a15b98cc5903</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids></links><search><creatorcontrib>Kumar, Manoj</creatorcontrib><creatorcontrib>Kaur, Tanpreet</creatorcontrib><creatorcontrib>Gupta, Vinod K</creatorcontrib><creatorcontrib>Sharma, Anuj</creatorcontrib><title>A green, catalyst-free, solvent-free, high yielding one step synthesis of functionalized benzo[]furo[3,2-]chromen-4-(5)-ones and furo[3,2-]quinolin-4-(5)-ones</title><title>RSC advances</title><description>A green, three-component reaction of 1-hydroxy-3
H
-benzo[
f
]chromen-3-ones and 4-hydroxyquinolin-2(1
H
)-ones, an aromatic aldehyde and isonitrile, was developed for the first time, which resulted in a variety of substituted functionalized benzo[
f
]furo[3,2-
c
]chromen-4-(5
H
)-ones and furo[3,2-
c
]quinolin-4-(5
H
)-ones in excellent yield. The merits of the presented protocol include the use of microwave irradiation, catalyst-free and solvent free conditions, high atom-efficiency and no need for work up or purification with column chromatography. The present method is milder yet more advanced than those previously reported for the synthesis of related structures, furo-chromen-4-ones, furopyrimidines, furopyranones
etc.
The synthesized compounds have been virtually screened against a series of therapeutic targets and have shown promising binding with some of them.
A green, solvent and catalyst free, microwave assisted 3-CR was explored for the synthesis of annulated furans in good yields.</description><subject>Aldehydes</subject><subject>Binding</subject><subject>Catalysts</subject><subject>Column chromatography</subject><subject>Microwaves</subject><subject>Purification</subject><subject>Solvents</subject><subject>Synthesis</subject><issn>2046-2069</issn><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><recordid>eNp9kU1LAzEYhBdRsNRevAvxVqXRZLPJdo-l-ElBED2VsmTz0aZskzbZFbY_xt_qatV68r3MO8zDXCaKTjG6wohk14J6jlBKyPIg6sQoYTBGLDv88x9HvRCWqD1GccxwJ3ofgblXyg6A4BUvm1BB3foBCK58U_bHLcx8ARqjSmnsHDirQKjUGoTGVgsVTABOA11bURlneWm2SoJC2a2bznTt3ZQMYjgTC-9WysIE9ukFbDsC4FaCPbCpjXWl-UucREeal0H1vrUbvd7evIzv4eTp7mE8mkBBcFxBKTXPJNU6RYmgaSEESYtCSjZkRcISJhEheojTdJgljCGFeFxkHNMiGwpBM0S6UX_Xu_ZuU6tQ5SsThCpLbpWrQ45ZmmaYEsZa9HKHCu9C8Erna29W3Dc5RvnnDvmYPo--dnhs4bMd7IP45fY7tfn5f3m-lpp8AD6PkDc</recordid><startdate>20150101</startdate><enddate>20150101</enddate><creator>Kumar, Manoj</creator><creator>Kaur, Tanpreet</creator><creator>Gupta, Vinod K</creator><creator>Sharma, Anuj</creator><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20150101</creationdate><title>A green, catalyst-free, solvent-free, high yielding one step synthesis of functionalized benzo[]furo[3,2-]chromen-4-(5)-ones and furo[3,2-]quinolin-4-(5)-ones</title><author>Kumar, Manoj ; Kaur, Tanpreet ; Gupta, Vinod K ; Sharma, Anuj</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c312t-ddfa9d5ff704c57bcc37bbdd686b4646d033f8177894660e0a2b9a15b98cc5903</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><topic>Aldehydes</topic><topic>Binding</topic><topic>Catalysts</topic><topic>Column chromatography</topic><topic>Microwaves</topic><topic>Purification</topic><topic>Solvents</topic><topic>Synthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kumar, Manoj</creatorcontrib><creatorcontrib>Kaur, Tanpreet</creatorcontrib><creatorcontrib>Gupta, Vinod K</creatorcontrib><creatorcontrib>Sharma, Anuj</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>RSC advances</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kumar, Manoj</au><au>Kaur, Tanpreet</au><au>Gupta, Vinod K</au><au>Sharma, Anuj</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A green, catalyst-free, solvent-free, high yielding one step synthesis of functionalized benzo[]furo[3,2-]chromen-4-(5)-ones and furo[3,2-]quinolin-4-(5)-ones</atitle><jtitle>RSC advances</jtitle><date>2015-01-01</date><risdate>2015</risdate><volume>5</volume><issue>22</issue><spage>1787</spage><epage>1795</epage><pages>1787-1795</pages><issn>2046-2069</issn><eissn>2046-2069</eissn><abstract>A green, three-component reaction of 1-hydroxy-3
H
-benzo[
f
]chromen-3-ones and 4-hydroxyquinolin-2(1
H
)-ones, an aromatic aldehyde and isonitrile, was developed for the first time, which resulted in a variety of substituted functionalized benzo[
f
]furo[3,2-
c
]chromen-4-(5
H
)-ones and furo[3,2-
c
]quinolin-4-(5
H
)-ones in excellent yield. The merits of the presented protocol include the use of microwave irradiation, catalyst-free and solvent free conditions, high atom-efficiency and no need for work up or purification with column chromatography. The present method is milder yet more advanced than those previously reported for the synthesis of related structures, furo-chromen-4-ones, furopyrimidines, furopyranones
etc.
The synthesized compounds have been virtually screened against a series of therapeutic targets and have shown promising binding with some of them.
A green, solvent and catalyst free, microwave assisted 3-CR was explored for the synthesis of annulated furans in good yields.</abstract><doi>10.1039/c5ra00733j</doi><tpages>9</tpages></addata></record> |
fulltext | fulltext |
identifier | ISSN: 2046-2069 |
ispartof | RSC advances, 2015-01, Vol.5 (22), p.1787-1795 |
issn | 2046-2069 2046-2069 |
language | eng |
recordid | cdi_rsc_primary_c5ra00733j |
source | Royal Society Of Chemistry Journals 2008- |
subjects | Aldehydes Binding Catalysts Column chromatography Microwaves Purification Solvents Synthesis |
title | A green, catalyst-free, solvent-free, high yielding one step synthesis of functionalized benzo[]furo[3,2-]chromen-4-(5)-ones and furo[3,2-]quinolin-4-(5)-ones |
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