Iminium carbonic acid derivative salts. XI. Synthesis of N,S‐containing heterobicycles from N‐protected 2‐methylthio‐1,3‐thiazinium and 2‐methylthiothiazoüum salts. Part 3. Reaction of N‐protected 2‐methylthio‐1,3‐thiazinium and 2‐methylthiothiazolium salts with 3‐amino‐2‐cyano‐3‐arylacrylonitriles
Abstract N ‐Boc‐protected 2‐memylthio‐1,3‐thiazinium 1 and 2‐methylthiothiazolium iodides 2, 3 obtained from the corresponding 3,4,5,6‐tetrahydro‐2 H ‐1,3‐thiazine‐2‐thiones and thiazolidine‐2‐thiones by the action of methyl iodide were reacted with 3‐armno‐2‐cyano‐3‐arylacrylonitriles forming the c...
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crwiley:10.1002/jhet.5570330657 2024-06-02T08:05:11+00:00 Iminium carbonic acid derivative salts. XI. Synthesis of N,S‐containing heterobicycles from N‐protected 2‐methylthio‐1,3‐thiazinium and 2‐methylthiothiazoüum salts. Part 3. Reaction of N‐protected 2‐methylthio‐1,3‐thiazinium and 2‐methylthiothiazolium salts with 3‐amino‐2‐cyano‐3‐arylacrylonitriles Hanefeld, Wolfgang Naeeni, Mahmoud Schlitzer, Martin 1996 http://dx.doi.org/10.1002/jhet.5570330657 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fjhet.5570330657 https://onlinelibrary.wiley.com/doi/pdf/10.1002/jhet.5570330657 en eng Wiley http://onlinelibrary.wiley.com/termsAndConditions#vor Journal of Heterocyclic Chemistry volume 33, issue 6, page 1903-1907 ISSN 0022-152X 1943-5193 journal-article 1996 crwiley https://doi.org/10.1002/jhet.5570330657 2024-05-03T11:45:48Z Abstract N ‐Boc‐protected 2‐memylthio‐1,3‐thiazinium 1 and 2‐methylthiothiazolium iodides 2, 3 obtained from the corresponding 3,4,5,6‐tetrahydro‐2 H ‐1,3‐thiazine‐2‐thiones and thiazolidine‐2‐thiones by the action of methyl iodide were reacted with 3‐armno‐2‐cyano‐3‐arylacrylonitriles forming the cyclic isothioureas 5–7 . The protection group was removed with trifluoroacetic acid whereupon the desired cyclisation to 3,4‐dihydro‐2 H ,6 H ‐pyrimido[2,1‐ b ][1,3]thiazines 8a‐c, 8a′‐c′ and thiazolo[3,2‐ b ]pyrimidines 9a,b, 9a′,b′, 10a,b took place. Article in Journal/Newspaper Carbonic acid Wiley Online Library Journal of Heterocyclic Chemistry 33 6 1903 1907 |
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Wiley Online Library |
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English |
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Abstract N ‐Boc‐protected 2‐memylthio‐1,3‐thiazinium 1 and 2‐methylthiothiazolium iodides 2, 3 obtained from the corresponding 3,4,5,6‐tetrahydro‐2 H ‐1,3‐thiazine‐2‐thiones and thiazolidine‐2‐thiones by the action of methyl iodide were reacted with 3‐armno‐2‐cyano‐3‐arylacrylonitriles forming the cyclic isothioureas 5–7 . The protection group was removed with trifluoroacetic acid whereupon the desired cyclisation to 3,4‐dihydro‐2 H ,6 H ‐pyrimido[2,1‐ b ][1,3]thiazines 8a‐c, 8a′‐c′ and thiazolo[3,2‐ b ]pyrimidines 9a,b, 9a′,b′, 10a,b took place. |
format |
Article in Journal/Newspaper |
author |
Hanefeld, Wolfgang Naeeni, Mahmoud Schlitzer, Martin |
spellingShingle |
Hanefeld, Wolfgang Naeeni, Mahmoud Schlitzer, Martin Iminium carbonic acid derivative salts. XI. Synthesis of N,S‐containing heterobicycles from N‐protected 2‐methylthio‐1,3‐thiazinium and 2‐methylthiothiazoüum salts. Part 3. Reaction of N‐protected 2‐methylthio‐1,3‐thiazinium and 2‐methylthiothiazolium salts with 3‐amino‐2‐cyano‐3‐arylacrylonitriles |
author_facet |
Hanefeld, Wolfgang Naeeni, Mahmoud Schlitzer, Martin |
author_sort |
Hanefeld, Wolfgang |
title |
Iminium carbonic acid derivative salts. XI. Synthesis of N,S‐containing heterobicycles from N‐protected 2‐methylthio‐1,3‐thiazinium and 2‐methylthiothiazoüum salts. Part 3. Reaction of N‐protected 2‐methylthio‐1,3‐thiazinium and 2‐methylthiothiazolium salts with 3‐amino‐2‐cyano‐3‐arylacrylonitriles |
title_short |
Iminium carbonic acid derivative salts. XI. Synthesis of N,S‐containing heterobicycles from N‐protected 2‐methylthio‐1,3‐thiazinium and 2‐methylthiothiazoüum salts. Part 3. Reaction of N‐protected 2‐methylthio‐1,3‐thiazinium and 2‐methylthiothiazolium salts with 3‐amino‐2‐cyano‐3‐arylacrylonitriles |
title_full |
Iminium carbonic acid derivative salts. XI. Synthesis of N,S‐containing heterobicycles from N‐protected 2‐methylthio‐1,3‐thiazinium and 2‐methylthiothiazoüum salts. Part 3. Reaction of N‐protected 2‐methylthio‐1,3‐thiazinium and 2‐methylthiothiazolium salts with 3‐amino‐2‐cyano‐3‐arylacrylonitriles |
title_fullStr |
Iminium carbonic acid derivative salts. XI. Synthesis of N,S‐containing heterobicycles from N‐protected 2‐methylthio‐1,3‐thiazinium and 2‐methylthiothiazoüum salts. Part 3. Reaction of N‐protected 2‐methylthio‐1,3‐thiazinium and 2‐methylthiothiazolium salts with 3‐amino‐2‐cyano‐3‐arylacrylonitriles |
title_full_unstemmed |
Iminium carbonic acid derivative salts. XI. Synthesis of N,S‐containing heterobicycles from N‐protected 2‐methylthio‐1,3‐thiazinium and 2‐methylthiothiazoüum salts. Part 3. Reaction of N‐protected 2‐methylthio‐1,3‐thiazinium and 2‐methylthiothiazolium salts with 3‐amino‐2‐cyano‐3‐arylacrylonitriles |
title_sort |
iminium carbonic acid derivative salts. xi. synthesis of n,s‐containing heterobicycles from n‐protected 2‐methylthio‐1,3‐thiazinium and 2‐methylthiothiazoüum salts. part 3. reaction of n‐protected 2‐methylthio‐1,3‐thiazinium and 2‐methylthiothiazolium salts with 3‐amino‐2‐cyano‐3‐arylacrylonitriles |
publisher |
Wiley |
publishDate |
1996 |
url |
http://dx.doi.org/10.1002/jhet.5570330657 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fjhet.5570330657 https://onlinelibrary.wiley.com/doi/pdf/10.1002/jhet.5570330657 |
genre |
Carbonic acid |
genre_facet |
Carbonic acid |
op_source |
Journal of Heterocyclic Chemistry volume 33, issue 6, page 1903-1907 ISSN 0022-152X 1943-5193 |
op_rights |
http://onlinelibrary.wiley.com/termsAndConditions#vor |
op_doi |
https://doi.org/10.1002/jhet.5570330657 |
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Journal of Heterocyclic Chemistry |
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33 |
container_issue |
6 |
container_start_page |
1903 |
op_container_end_page |
1907 |
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1800749970780848128 |