Improved and facile addition reactions of pentafluorosulfanyl bromide

Dong Sung Lim; Silvana C. Ngo; Sankar G. Lal; Kristen E. Minnich; John T. Welch

doi:10.1016/j.tetlet.2008.07.080

Improved and facile addition reactions of pentafluorosulfanyl bromide

Dong Sung Lim
, Silvana C. Ngo
, Sankar G. Lal
, Kristen E. Minnich
, John T. Welch

Chemistry

University at Albany

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

21 Scopus citations

Abstract

A solution of SF₅Br in CCl₃F (0.5-1 M) was utilized to effect the addition of pentafluorosulfanyl bromide (SF₅Br) to olefins. The reaction of the SF₅Br solution in the presence of triethylborane (0.1 equiv) with an olefin over 20 min at 0 °C gave pentafluorosulfanylated compound 2(a-f) in high yield (Table 2). An efficient route for the preparation of synthetically useful SF5-containing esters is also described.

Original language	English
Pages (from-to)	5662-5663
Number of pages	2
Journal	Tetrahedron Letters
Volume	49
Issue number	39
DOIs	https://doi.org/10.1016/j.tetlet.2008.07.080
State	Published - Sep 22 2008

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10.1016/j.tetlet.2008.07.080

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title = "Improved and facile addition reactions of pentafluorosulfanyl bromide",

abstract = "A solution of SF5Br in CCl3F (0.5-1 M) was utilized to effect the addition of pentafluorosulfanyl bromide (SF5Br) to olefins. The reaction of the SF5Br solution in the presence of triethylborane (0.1 equiv) with an olefin over 20 min at 0 °C gave pentafluorosulfanylated compound 2(a-f) in high yield (Table 2). An efficient route for the preparation of synthetically useful SF5-containing esters is also described.",

author = "Lim, \{Dong Sung\} and Ngo, \{Silvana C.\} and Lal, \{Sankar G.\} and Minnich, \{Kristen E.\} and Welch, \{John T.\}",

year = "2008",

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doi = "10.1016/j.tetlet.2008.07.080",

language = "English",

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journal = "Tetrahedron Letters",

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T1 - Improved and facile addition reactions of pentafluorosulfanyl bromide

AU - Lim, Dong Sung

AU - Ngo, Silvana C.

AU - Lal, Sankar G.

AU - Minnich, Kristen E.

AU - Welch, John T.

PY - 2008/9/22

Y1 - 2008/9/22

N2 - A solution of SF5Br in CCl3F (0.5-1 M) was utilized to effect the addition of pentafluorosulfanyl bromide (SF5Br) to olefins. The reaction of the SF5Br solution in the presence of triethylborane (0.1 equiv) with an olefin over 20 min at 0 °C gave pentafluorosulfanylated compound 2(a-f) in high yield (Table 2). An efficient route for the preparation of synthetically useful SF5-containing esters is also described.

AB - A solution of SF5Br in CCl3F (0.5-1 M) was utilized to effect the addition of pentafluorosulfanyl bromide (SF5Br) to olefins. The reaction of the SF5Br solution in the presence of triethylborane (0.1 equiv) with an olefin over 20 min at 0 °C gave pentafluorosulfanylated compound 2(a-f) in high yield (Table 2). An efficient route for the preparation of synthetically useful SF5-containing esters is also described.

UR - https://www.scopus.com/pages/publications/49149097784

U2 - 10.1016/j.tetlet.2008.07.080

DO - 10.1016/j.tetlet.2008.07.080

M3 - Article

SN - 0040-4039

VL - 49

SP - 5662

EP - 5663

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 39

ER -

Improved and facile addition reactions of pentafluorosulfanyl bromide

Abstract

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