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A reaction of 2-carbonyl-substituted 1H-benzo[f]chromenes with N-arylamides of cyanoacetic acid
A reaction of 2-trifluoroacetyl-1 H -benzo[ f ]chromenes with N -arylamides of cyanoacetic acid led to the synthesis of a series of 2-oxo-6-trifluoromethylpyridine-3-carboxamides as products of a cascade of the carbo-Michael reaction, Thorpe–Ziegler cyclization, and Dimroth rearrangement. In the cas...
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Published in: | Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2024-04, Vol.60 (3-4), p.156-160 |
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container_end_page | 160 |
container_issue | 3-4 |
container_start_page | 156 |
container_title | Chemistry of heterocyclic compounds (New York, N.Y. 1965) |
container_volume | 60 |
creator | Osipov, Dmitry V. Krasnikov, Pavel E. Artemenko, Alina A. |
description | A reaction of 2-trifluoroacetyl-1
H
-benzo[
f
]chromenes with
N
-arylamides of cyanoacetic acid led to the synthesis of a series of 2-oxo-6-trifluoromethylpyridine-3-carboxamides as products of a cascade of the carbo-Michael reaction, Thorpe–Ziegler cyclization, and Dimroth rearrangement. In the case of 1
H
-benzo[
f
]chromene-2-carbaldehydes, the corresponding Knoevenagel adducts were isolated. |
doi_str_mv | 10.1007/s10593-024-03312-4 |
format | article |
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H
-benzo[
f
]chromenes with
N
-arylamides of cyanoacetic acid led to the synthesis of a series of 2-oxo-6-trifluoromethylpyridine-3-carboxamides as products of a cascade of the carbo-Michael reaction, Thorpe–Ziegler cyclization, and Dimroth rearrangement. In the case of 1
H
-benzo[
f
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H
-benzo[
f
]chromenes with
N
-arylamides of cyanoacetic acid led to the synthesis of a series of 2-oxo-6-trifluoromethylpyridine-3-carboxamides as products of a cascade of the carbo-Michael reaction, Thorpe–Ziegler cyclization, and Dimroth rearrangement. In the case of 1
H
-benzo[
f
]chromene-2-carbaldehydes, the corresponding Knoevenagel adducts were isolated.</description><subject>Adducts</subject><subject>Carbonyls</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Michael reaction</subject><subject>Organic Chemistry</subject><subject>Pharmacy</subject><issn>0009-3122</issn><issn>1573-8353</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><recordid>eNp9kE1LAzEQhoMoWD_-gKcFz9HJx252j6WoFYpe9CQS8mm3tJuapEj99UZX8OZpmJn3fYd5ELogcEUAxHUiUHcMA-UYGCMU8wM0IbVguGU1O0QTAOhwWdBjdJLSqrSCtHyC5LSKTpnch6EKvqLYqKjDsF_jtNMp93mXna3IHGs3fIYX_2qWMWzc4FL10edl9YBV3K_VprdlUgLMXg1BGZd7UynT2zN05NU6ufPfeoqeb2-eZnO8eLy7n00X2FCAjFlTW2UNb1gDQFunhXEeQHvbMq87JiwH3bi2pbTpjCVd50htWNNQzazwLTtFl2PuNob3nUtZrsIuDuWkZCBEx3lLoKjoqDIxpBSdl9vYb8oHkoD8BilHkLKAlD8gJS8mNppSEQ9vLv5F_-P6Ao8idgM</recordid><startdate>20240401</startdate><enddate>20240401</enddate><creator>Osipov, Dmitry V.</creator><creator>Krasnikov, Pavel E.</creator><creator>Artemenko, Alina A.</creator><general>Springer US</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20240401</creationdate><title>A reaction of 2-carbonyl-substituted 1H-benzo[f]chromenes with N-arylamides of cyanoacetic acid</title><author>Osipov, Dmitry V. ; Krasnikov, Pavel E. ; Artemenko, Alina A.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c200t-365dadc46360028eb7cef00bfd83fb937d40b6e882269cd199e15c3662b3d7f83</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2024</creationdate><topic>Adducts</topic><topic>Carbonyls</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Michael reaction</topic><topic>Organic Chemistry</topic><topic>Pharmacy</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Osipov, Dmitry V.</creatorcontrib><creatorcontrib>Krasnikov, Pavel E.</creatorcontrib><creatorcontrib>Artemenko, Alina A.</creatorcontrib><collection>CrossRef</collection><jtitle>Chemistry of heterocyclic compounds (New York, N.Y. 1965)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Osipov, Dmitry V.</au><au>Krasnikov, Pavel E.</au><au>Artemenko, Alina A.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A reaction of 2-carbonyl-substituted 1H-benzo[f]chromenes with N-arylamides of cyanoacetic acid</atitle><jtitle>Chemistry of heterocyclic compounds (New York, N.Y. 1965)</jtitle><stitle>Chem Heterocycl Comp</stitle><date>2024-04-01</date><risdate>2024</risdate><volume>60</volume><issue>3-4</issue><spage>156</spage><epage>160</epage><pages>156-160</pages><issn>0009-3122</issn><eissn>1573-8353</eissn><abstract>A reaction of 2-trifluoroacetyl-1
H
-benzo[
f
]chromenes with
N
-arylamides of cyanoacetic acid led to the synthesis of a series of 2-oxo-6-trifluoromethylpyridine-3-carboxamides as products of a cascade of the carbo-Michael reaction, Thorpe–Ziegler cyclization, and Dimroth rearrangement. In the case of 1
H
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f
]chromene-2-carbaldehydes, the corresponding Knoevenagel adducts were isolated.</abstract><cop>New York</cop><pub>Springer US</pub><doi>10.1007/s10593-024-03312-4</doi><tpages>5</tpages></addata></record> |
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subjects | Adducts Carbonyls Chemistry Chemistry and Materials Science Michael reaction Organic Chemistry Pharmacy |
title | A reaction of 2-carbonyl-substituted 1H-benzo[f]chromenes with N-arylamides of cyanoacetic acid |
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