Functionalization of carboxylic anhydrides at α-carbon with hypervalent iodine reagents: One-pot conversion of anhydrides to 2-sulfonyloxycarboxylate esters

Jeffrey M. Goff; Michael W. Justik; Gerald F. Koser

doi:10.1016/S0040-4039(01)01028-0

Functionalization of carboxylic anhydrides at α-carbon with hypervalent iodine reagents: One-pot conversion of anhydrides to 2-sulfonyloxycarboxylate esters

Jeffrey M. Goff, Michael W. Justik, Gerald F. Koser

School of Science (Behrend)

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

8 Scopus citations

Abstract

The treatment of carboxylic anhydrides with iodine(III) sulfonate reagents at ca. 100°C and esterification of the reaction mixtures with MeOH/TsOH·H₂O affords 2-sulfonyloxycarboxylate esters. This is consistent with enolic behavior in the anhydrides.

Original language	English (US)
Pages (from-to)	5597-5599
Number of pages	3
Journal	Tetrahedron Letters
Volume	42
Issue number	33
DOIs	https://doi.org/10.1016/S0040-4039(01)01028-0
State	Published - Aug 13 2001

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(01)01028-0

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title = "Functionalization of carboxylic anhydrides at α-carbon with hypervalent iodine reagents: One-pot conversion of anhydrides to 2-sulfonyloxycarboxylate esters",

abstract = "The treatment of carboxylic anhydrides with iodine(III) sulfonate reagents at ca. 100°C and esterification of the reaction mixtures with MeOH/TsOH·H2O affords 2-sulfonyloxycarboxylate esters. This is consistent with enolic behavior in the anhydrides.",

author = "Goff, {Jeffrey M.} and Justik, {Michael W.} and Koser, {Gerald F.}",

year = "2001",

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day = "13",

doi = "10.1016/S0040-4039(01)01028-0",

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journal = "Tetrahedron Letters",

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T1 - Functionalization of carboxylic anhydrides at α-carbon with hypervalent iodine reagents

T2 - One-pot conversion of anhydrides to 2-sulfonyloxycarboxylate esters

AU - Goff, Jeffrey M.

AU - Justik, Michael W.

AU - Koser, Gerald F.

PY - 2001/8/13

Y1 - 2001/8/13

N2 - The treatment of carboxylic anhydrides with iodine(III) sulfonate reagents at ca. 100°C and esterification of the reaction mixtures with MeOH/TsOH·H2O affords 2-sulfonyloxycarboxylate esters. This is consistent with enolic behavior in the anhydrides.

AB - The treatment of carboxylic anhydrides with iodine(III) sulfonate reagents at ca. 100°C and esterification of the reaction mixtures with MeOH/TsOH·H2O affords 2-sulfonyloxycarboxylate esters. This is consistent with enolic behavior in the anhydrides.

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U2 - 10.1016/S0040-4039(01)01028-0

DO - 10.1016/S0040-4039(01)01028-0

M3 - Article

AN - SCOPUS:0035855269

SN - 0040-4039

VL - 42

SP - 5597

EP - 5599

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 33

ER -

Functionalization of carboxylic anhydrides at α-carbon with hypervalent iodine reagents: One-pot conversion of anhydrides to 2-sulfonyloxycarboxylate esters

Abstract

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