A new efficient synthesis of isothiocyanates from amines using di-tert-butyl dicarbonate

Henrik Munch; Jon S. Hansen; Michael Pittelkow; Jørn B. Christensen; Ulrik Boas

doi:10.1016/j.tetlet.2008.03.045

A new efficient synthesis of isothiocyanates from amines using di-tert-butyl dicarbonate

Henrik Munch
, Jon S. Hansen
, Michael Pittelkow
, Jørn B. Christensen
, Ulrik Boas

Research output: Contribution to journal › Journal article › Research › peer-review

Abstract

Alkyl and aryl amines are converted smoothly to the corresponding isothiocyanates via the dithiocarbamates in good to excellent yields using di-tert-butyl dicarbonate (Boc(2)O) and 1-3 mol% of DMAP or DABCO as catalyst. As most of the byproducts are volatile, the work-up involves simple evaporation of the reaction mixture.

Original language	English
Journal	Tetrahedron Letters
Volume	49
Issue number	19
Pages (from-to)	3117-3119
ISSN	0040-4039
DOIs	https://doi.org/10.1016/j.tetlet.2008.03.045
Publication status	Published - 2008

Keywords

di-tert-butyl dicarbonate
amine
isothiocyanate
thiourea

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title = "A new efficient synthesis of isothiocyanates from amines using di-tert-butyl dicarbonate",

abstract = "Alkyl and aryl amines are converted smoothly to the corresponding isothiocyanates via the dithiocarbamates in good to excellent yields using di-tert-butyl dicarbonate (Boc(2)O) and 1-3 mol\% of DMAP or DABCO as catalyst. As most of the byproducts are volatile, the work-up involves simple evaporation of the reaction mixture.",

keywords = "di-tert-butyl dicarbonate, amine, isothiocyanate, thiourea",

author = "Henrik Munch and Hansen, \{Jon S.\} and Michael Pittelkow and Christensen, \{J{\o}rn B.\} and Ulrik Boas",

year = "2008",

doi = "10.1016/j.tetlet.2008.03.045",

language = "English",

volume = "49",

pages = "3117--3119",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier",

number = "19",

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TY - JOUR

T1 - A new efficient synthesis of isothiocyanates from amines using di-tert-butyl dicarbonate

AU - Munch, Henrik

AU - Hansen, Jon S.

AU - Pittelkow, Michael

AU - Christensen, Jørn B.

AU - Boas, Ulrik

PY - 2008

Y1 - 2008

N2 - Alkyl and aryl amines are converted smoothly to the corresponding isothiocyanates via the dithiocarbamates in good to excellent yields using di-tert-butyl dicarbonate (Boc(2)O) and 1-3 mol% of DMAP or DABCO as catalyst. As most of the byproducts are volatile, the work-up involves simple evaporation of the reaction mixture.

AB - Alkyl and aryl amines are converted smoothly to the corresponding isothiocyanates via the dithiocarbamates in good to excellent yields using di-tert-butyl dicarbonate (Boc(2)O) and 1-3 mol% of DMAP or DABCO as catalyst. As most of the byproducts are volatile, the work-up involves simple evaporation of the reaction mixture.

KW - di-tert-butyl dicarbonate

KW - amine

KW - isothiocyanate

KW - thiourea

U2 - 10.1016/j.tetlet.2008.03.045

DO - 10.1016/j.tetlet.2008.03.045

M3 - Journal article

SN - 0040-4039

VL - 49

SP - 3117

EP - 3119

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 19

ER -

A new efficient synthesis of isothiocyanates from amines using di-tert-butyl dicarbonate

Abstract

Keywords

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