Diels-Alder reactions with cyclic sulfones: VII. Synthesis of 1-benzothiophene 1,1-dioxide derivatives

Diels-Alder reactions with cyclic sulfones: VII. Synthesis of 1-benzothiophene 1,1-dioxide derivatives Full article

Journal

Russian Journal of Organic Chemistry
ISSN: 1070-4280 , E-ISSN: 1608-3393

Output data

Year: 2004, Volume: 40, Number: 6, Pages: 854-865 Pages count : 12 DOI: 10.1023/B:RUJO.0000044549.81561.4f

Authors

Andreev GN ¹ , Shul'ts EE ¹ , Volkov AA ¹ , Shakirov MM ¹ , Bagryanskaya IY ¹ , Gatilov YV ¹ , Tolstikov GA ¹

Affiliations

1	(Данные Web of science) Russian Acad Sci, Siberian Div, Vorozhtsov Novosibirsk Inst Organ Chem, Novosibirsk 630090, Russia

5-Arylmethylene-2,2-dimethyl-1,3-dioxane-4,6-diones reacted with 5-isopropenyl-2,3-dihydrothiophene 1,1-dioxide to give the corresponding ortho-addition products, 5-aryl-2',2',7-trimethyl-3,3a,5,6-tetrahydro-2H-spiro[1-benzothiophene-4,5'-[1,3]dioxane]-4',6'-dione 1,1-dioxides. Their aminolysis resulted in opening of the 1,3-dioxane ring and formation of 4-carbamoyl-7-methyl-2,3,3a,4,5,6-hexahydro-l-benzothiophene-4-carboxylic acid 1,1-dioxide whose structure was determined by X-ray analysis. Reactions of the spiro adducts with amines and hydrazine hydrate afforded the corresponding mono- or dicarboxylic acid monoamides (hydrazide).

Andreev G. , Shul'ts E. , Volkov A. , Shakirov M. , Bagryanskaya I. , Gatilov Y. , Tolstikov G.
Diels-Alder reactions with cyclic sulfones: VII. Synthesis of 1-benzothiophene 1,1-dioxide derivatives
Russian Journal of Organic Chemistry. 2004. V.40. N6. P.854-865. DOI: 10.1023/B:RUJO.0000044549.81561.4f WOS Scopus РИНЦ OpenAlex

Published print:

Jun 1, 2004

Web of science:	WOS:000224147900016
Scopus:	2-s2.0-6344263399
Elibrary:	18244080
OpenAlex:	W2950995438

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Web of science	6
Scopus	8
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