1-Amido-3-(1H)-1,2-benziodoxoles: Stable amidoiodanes and reagents for direct amidation of organic substrates

Viktor Zhdankin; Marc McSherry; Brian Mismash; Jason T. Bolz; Jessica K. Woodward; Ruslan M. Arbit; Scott Erickson

doi:10.1016/S0040-4039(96)02245-9

1-Amido-3-(1H)-1,2-benziodoxoles: Stable amidoiodanes and reagents for direct amidation of organic substrates

Viktor Zhdankin, Marc McSherry, Brian Mismash, Jason T. Bolz, Jessica K. Woodward, Ruslan M. Arbit, Scott Erickson

Chemistry & Biochemistry

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

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Abstract

Amidobenziodoxoles 2 can be prepared from benziodoxole 1, trimethylsilyltriflate and the appropriate amides in the form of stable, microcrystalline compounds. Amidobenziodoxoles 2 react with adamantane 3 or N,N-dimethylarylamines 5 to afford the corresponding products of amidation, 4 and 6.

Original language	English (US)
Pages (from-to)	21-24
Number of pages	4
Journal	Tetrahedron Letters
Volume	38
Issue number	1
DOIs	https://doi.org/10.1016/S0040-4039(96)02245-9
State	Published - Jan 6 1997

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Funding Information:
In conclusion, we have prepared and isolated as individual, stable compounds amidobenziodoxoles 2a- e. Compounds 2 are potentially useful reagents for direct amidation of adamantane and N,N- dialkylarylamines. Acknowledgement. This work was supported by a research grant from the National Science Foundation (NSF/CHE-9505868) and by the Undergraduate Research Opportunities Program at the University of Minnesota.

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title = "1-Amido-3-(1H)-1,2-benziodoxoles: Stable amidoiodanes and reagents for direct amidation of organic substrates",

abstract = "Amidobenziodoxoles 2 can be prepared from benziodoxole 1, trimethylsilyltriflate and the appropriate amides in the form of stable, microcrystalline compounds. Amidobenziodoxoles 2 react with adamantane 3 or N,N-dimethylarylamines 5 to afford the corresponding products of amidation, 4 and 6.",

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AU - Zhdankin, Viktor

AU - McSherry, Marc

AU - Mismash, Brian

AU - Bolz, Jason T.

AU - Woodward, Jessica K.

AU - Arbit, Ruslan M.

AU - Erickson, Scott

N1 - Funding Information: In conclusion, we have prepared and isolated as individual, stable compounds amidobenziodoxoles 2a- e. Compounds 2 are potentially useful reagents for direct amidation of adamantane and N,N- dialkylarylamines. Acknowledgement. This work was supported by a research grant from the National Science Foundation (NSF/CHE-9505868) and by the Undergraduate Research Opportunities Program at the University of Minnesota.

PY - 1997/1/6

Y1 - 1997/1/6

N2 - Amidobenziodoxoles 2 can be prepared from benziodoxole 1, trimethylsilyltriflate and the appropriate amides in the form of stable, microcrystalline compounds. Amidobenziodoxoles 2 react with adamantane 3 or N,N-dimethylarylamines 5 to afford the corresponding products of amidation, 4 and 6.

AB - Amidobenziodoxoles 2 can be prepared from benziodoxole 1, trimethylsilyltriflate and the appropriate amides in the form of stable, microcrystalline compounds. Amidobenziodoxoles 2 react with adamantane 3 or N,N-dimethylarylamines 5 to afford the corresponding products of amidation, 4 and 6.

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1-Amido-3-(1H)-1,2-benziodoxoles: Stable amidoiodanes and reagents for direct amidation of organic substrates

Abstract

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