Rutile Promoted Synthesis of Sulfonylamidonitriles from Simple Aldehydes and Sulfonamides

Nicholas V. Costantini; Alex D. Bates; Graham J. Haun; Natasha M. Chang; Gustavo Moura-Letts

doi:10.1021/acssuschemeng.6b00241

Rutile Promoted Synthesis of Sulfonylamidonitriles from Simple Aldehydes and Sulfonamides

Nicholas V. Costantini, Alex D. Bates, Graham J. Haun, Natasha M. Chang, Gustavo Moura-Letts

Chemistry

Research output: Contribution to journal › Article › peer-review

17 Scopus citations

Abstract

We report the first rutile-promoted synthesis of sulfonylamidonitriles from aldehydes and sulfonamides with NaCN in water. This transformation has proven to work for a variety of aliphatic and aromatic aldehydes with excellent yields. The scope also extends to a variety of substituted sulfonamides. Rutile can be easily recycled and reused without significant reaction erosion. The benign nature of rutile and its natural abundance highlights this transformation as a model green reaction.

Original language	English (US)
Pages (from-to)	1906-1911
Number of pages	6
Journal	ACS Sustainable Chemistry and Engineering
Volume	4
Issue number	4
DOIs	https://doi.org/10.1021/acssuschemeng.6b00241
State	Published - Apr 4 2016

All Science Journal Classification (ASJC) codes

Chemistry(all)
Environmental Chemistry
Chemical Engineering(all)
Renewable Energy, Sustainability and the Environment

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10.1021/acssuschemeng.6b00241

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title = "Rutile Promoted Synthesis of Sulfonylamidonitriles from Simple Aldehydes and Sulfonamides",

abstract = "We report the first rutile-promoted synthesis of sulfonylamidonitriles from aldehydes and sulfonamides with NaCN in water. This transformation has proven to work for a variety of aliphatic and aromatic aldehydes with excellent yields. The scope also extends to a variety of substituted sulfonamides. Rutile can be easily recycled and reused without significant reaction erosion. The benign nature of rutile and its natural abundance highlights this transformation as a model green reaction.",

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AU - Costantini, Nicholas V.

AU - Bates, Alex D.

AU - Haun, Graham J.

AU - Chang, Natasha M.

AU - Moura-Letts, Gustavo

N1 - Funding Information: The Donors of the American Chemical Society Petroleum Research Fund financially supported these research efforts. Publisher Copyright: © 2016 American Chemical Society. Copyright: Copyright 2016 Elsevier B.V., All rights reserved.

PY - 2016/4/4

Y1 - 2016/4/4

N2 - We report the first rutile-promoted synthesis of sulfonylamidonitriles from aldehydes and sulfonamides with NaCN in water. This transformation has proven to work for a variety of aliphatic and aromatic aldehydes with excellent yields. The scope also extends to a variety of substituted sulfonamides. Rutile can be easily recycled and reused without significant reaction erosion. The benign nature of rutile and its natural abundance highlights this transformation as a model green reaction.

AB - We report the first rutile-promoted synthesis of sulfonylamidonitriles from aldehydes and sulfonamides with NaCN in water. This transformation has proven to work for a variety of aliphatic and aromatic aldehydes with excellent yields. The scope also extends to a variety of substituted sulfonamides. Rutile can be easily recycled and reused without significant reaction erosion. The benign nature of rutile and its natural abundance highlights this transformation as a model green reaction.

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Rutile Promoted Synthesis of Sulfonylamidonitriles from Simple Aldehydes and Sulfonamides

Abstract

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