Ionic liquid [NMP] +HSO4-: An efficient and recyclable catalyst for the synthesis of 1-amidoalkyl-2-naphthols and 1-carbamatoalkyl-2-naphthols under solvent-free conditions

Krishna M. Deshmukh; Ziyauddin S. Qureshi; Yogesh P. Patil; Bhalchandra M. Bhanage

doi:10.1080/00397911.2010.522293

Ionic liquid [NMP] ⁺HSO₄^-: An efficient and recyclable catalyst for the synthesis of 1-amidoalkyl-2-naphthols and 1-carbamatoalkyl-2-naphthols under solvent-free conditions

Krishna M. Deshmukh, Ziyauddin S. Qureshi, Yogesh P. Patil, Bhalchandra M. Bhanage^*

^*Corresponding author for this work

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

27 Scopus citations

Abstract

A simple and efficient protocol for the one-pot synthesis of 1-amidoalkyl-2-naphthols and novel 1-carbamatoalkyl-2-naphthols has been described under solvent-free conditions, using N-methyl-2-pyrrolidone hydrogen sulfate (NMP⁺HSO₄^-) as a reusable Brnsted acidic ionic liquid. This methodology has several advantages such as use of a halogen-free ionic liquid (NMP⁺HSO₄^-), excellent yields, short reaction time, easy workup procedure, and reusable catalyst.

Original language	English
Pages (from-to)	93-101
Number of pages	9
Journal	Synthetic Communications
Volume	42
Issue number	1
DOIs	https://doi.org/10.1080/00397911.2010.522293
State	Published - Jan 2012
Externally published	Yes

Bibliographical note

Funding Information:
The financial assistance from the Indira Gandhi Centre for Atomic Research (IGCAR), Kalpakkam, India, is gratefully acknowledged.

Keywords

Aldehyde
amides
ionic liquids
multicomponent reaction
solvent free

ASJC Scopus subject areas

Organic Chemistry

Access to Document

10.1080/00397911.2010.522293

Cite this

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title = "Ionic liquid [NMP] +HSO4-: An efficient and recyclable catalyst for the synthesis of 1-amidoalkyl-2-naphthols and 1-carbamatoalkyl-2-naphthols under solvent-free conditions",

abstract = "A simple and efficient protocol for the one-pot synthesis of 1-amidoalkyl-2-naphthols and novel 1-carbamatoalkyl-2-naphthols has been described under solvent-free conditions, using N-methyl-2-pyrrolidone hydrogen sulfate (NMP+HSO4-) as a reusable Brnsted acidic ionic liquid. This methodology has several advantages such as use of a halogen-free ionic liquid (NMP+HSO4-), excellent yields, short reaction time, easy workup procedure, and reusable catalyst.",

keywords = "Aldehyde, amides, ionic liquids, multicomponent reaction, solvent free",

author = "Deshmukh, \{Krishna M.\} and Qureshi, \{Ziyauddin S.\} and Patil, \{Yogesh P.\} and Bhanage, \{Bhalchandra M.\}",

note = "Funding Information: The financial assistance from the Indira Gandhi Centre for Atomic Research (IGCAR), Kalpakkam, India, is gratefully acknowledged.",

year = "2012",

month = jan,

doi = "10.1080/00397911.2010.522293",

language = "English",

volume = "42",

pages = "93--101",

journal = "Synthetic Communications",

issn = "0039-7911",

publisher = "Taylor and Francis Ltd.",

number = "1",

}

Ionic liquid [NMP] ⁺HSO₄^-: An efficient and recyclable catalyst for the synthesis of 1-amidoalkyl-2-naphthols and 1-carbamatoalkyl-2-naphthols under solvent-free conditions. / Deshmukh, Krishna M.; Qureshi, Ziyauddin S.; Patil, Yogesh P. et al.
In: Synthetic Communications, Vol. 42, No. 1, 01.2012, p. 93-101.

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

TY - JOUR

T1 - Ionic liquid [NMP] +HSO4-

T2 - An efficient and recyclable catalyst for the synthesis of 1-amidoalkyl-2-naphthols and 1-carbamatoalkyl-2-naphthols under solvent-free conditions

AU - Deshmukh, Krishna M.

AU - Qureshi, Ziyauddin S.

AU - Patil, Yogesh P.

AU - Bhanage, Bhalchandra M.

N1 - Funding Information: The financial assistance from the Indira Gandhi Centre for Atomic Research (IGCAR), Kalpakkam, India, is gratefully acknowledged.

PY - 2012/1

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N2 - A simple and efficient protocol for the one-pot synthesis of 1-amidoalkyl-2-naphthols and novel 1-carbamatoalkyl-2-naphthols has been described under solvent-free conditions, using N-methyl-2-pyrrolidone hydrogen sulfate (NMP+HSO4-) as a reusable Brnsted acidic ionic liquid. This methodology has several advantages such as use of a halogen-free ionic liquid (NMP+HSO4-), excellent yields, short reaction time, easy workup procedure, and reusable catalyst.

AB - A simple and efficient protocol for the one-pot synthesis of 1-amidoalkyl-2-naphthols and novel 1-carbamatoalkyl-2-naphthols has been described under solvent-free conditions, using N-methyl-2-pyrrolidone hydrogen sulfate (NMP+HSO4-) as a reusable Brnsted acidic ionic liquid. This methodology has several advantages such as use of a halogen-free ionic liquid (NMP+HSO4-), excellent yields, short reaction time, easy workup procedure, and reusable catalyst.

KW - Aldehyde

KW - amides

KW - ionic liquids

KW - multicomponent reaction

KW - solvent free

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DO - 10.1080/00397911.2010.522293

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