Expanding the chemical diversity of spirooxindoles via alkylative pyridine dearomatization

A mild and practical synthesis of spirooxindole [1,3]oxazino derivatives from N-substituted isatins and 1,3-dicarbonyl compounds with pyridine derivatives is reported. The reactions provided good to excellent yields. Further exploration of the molecular diversity of these compounds is demonstrated t...

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Main Authors:	Chunhui Dai, Bo Liang, Corey R. J. Stephenson
Format:	Article
Language:	English
Published:	Beilstein-Institut 2012-07-01
Series:	Beilstein Journal of Organic Chemistry
Subjects:	chemical diversity 1,3-dicarbonyl compounds Diels–Alder reaction molecular diversity pyridine dearomatization spirooxindole
Online Access:	https://doi.org/10.3762/bjoc.8.111

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spelling	doaj-1de2157035ba498c941d73e8cd479f852021-02-02T05:48:25ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972012-07-018198699310.3762/bjoc.8.1111860-5397-8-111Expanding the chemical diversity of spirooxindoles via alkylative pyridine dearomatizationChunhui Dai0Bo Liang1Corey R. J. Stephenson2Department of Chemistry and Center for Chemical Methodology and Library Development (CMLD-BU), Boston University, 590 Commonwealth Avenue, Boston, Massachusetts 02215, USADepartment of Chemistry and Center for Chemical Methodology and Library Development (CMLD-BU), Boston University, 590 Commonwealth Avenue, Boston, Massachusetts 02215, USADepartment of Chemistry and Center for Chemical Methodology and Library Development (CMLD-BU), Boston University, 590 Commonwealth Avenue, Boston, Massachusetts 02215, USAA mild and practical synthesis of spirooxindole [1,3]oxazino derivatives from N-substituted isatins and 1,3-dicarbonyl compounds with pyridine derivatives is reported. The reactions provided good to excellent yields. Further exploration of the molecular diversity of these compounds is demonstrated through Diels–Alder reactions.https://doi.org/10.3762/bjoc.8.111chemical diversity1,3-dicarbonyl compoundsDiels–Alder reactionmolecular diversitypyridine dearomatizationspirooxindole
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Chunhui Dai Bo Liang Corey R. J. Stephenson
spellingShingle	Chunhui Dai Bo Liang Corey R. J. Stephenson Expanding the chemical diversity of spirooxindoles via alkylative pyridine dearomatization Beilstein Journal of Organic Chemistry chemical diversity 1,3-dicarbonyl compounds Diels–Alder reaction molecular diversity pyridine dearomatization spirooxindole
author_facet	Chunhui Dai Bo Liang Corey R. J. Stephenson
author_sort	Chunhui Dai
title	Expanding the chemical diversity of spirooxindoles via alkylative pyridine dearomatization
title_short	Expanding the chemical diversity of spirooxindoles via alkylative pyridine dearomatization
title_full	Expanding the chemical diversity of spirooxindoles via alkylative pyridine dearomatization
title_fullStr	Expanding the chemical diversity of spirooxindoles via alkylative pyridine dearomatization
title_full_unstemmed	Expanding the chemical diversity of spirooxindoles via alkylative pyridine dearomatization
title_sort	expanding the chemical diversity of spirooxindoles via alkylative pyridine dearomatization
publisher	Beilstein-Institut
series	Beilstein Journal of Organic Chemistry
issn	1860-5397
publishDate	2012-07-01
description	A mild and practical synthesis of spirooxindole [1,3]oxazino derivatives from N-substituted isatins and 1,3-dicarbonyl compounds with pyridine derivatives is reported. The reactions provided good to excellent yields. Further exploration of the molecular diversity of these compounds is demonstrated through Diels–Alder reactions.
topic	chemical diversity 1,3-dicarbonyl compounds Diels–Alder reaction molecular diversity pyridine dearomatization spirooxindole
url	https://doi.org/10.3762/bjoc.8.111
work_keys_str_mv	AT chunhuidai expandingthechemicaldiversityofspirooxindolesviaalkylativepyridinedearomatization AT boliang expandingthechemicaldiversityofspirooxindolesviaalkylativepyridinedearomatization AT coreyrjstephenson expandingthechemicaldiversityofspirooxindolesviaalkylativepyridinedearomatization
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Expanding the chemical diversity of spirooxindoles via alkylative pyridine dearomatization

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