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531634

Sigma-Aldrich

双(吡啶)四氟硼化碘

同義詞:

Barluenga试剂

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About This Item

經驗公式(希爾表示法):
C10H10BF4IN2
CAS號碼:
分子量::
371.91
MDL號碼:
分類程式碼代碼:
12352005
PubChem物質ID:
NACRES:
NA.22
暫時無法取得訂價和供貨情況

反應適用性

reagent type: oxidant

mp

137-141 °C (lit.)

儲存溫度

2-8°C

SMILES 字串

[I+].F[B-](F)(F)F.c1ccncc1.c2ccncc2

InChI

1S/2C5H5N.BF4.I/c2*1-2-4-6-5-3-1;2-1(3,4)5;/h2*1-5H;;/q;;-1;+1

InChI 密鑰

JBVUIHBKNVHCKK-UHFFFAOYSA-N

一般說明

双(吡啶)四氟硼化碘(Barluenga′试剂)是一种温和的碘化剂[1]和氧化剂[2],可与广泛的不饱和底物选择性反应,兼容各种官能团。

應用

双(吡啶)四氟硼化碘与从简单萜类化合物得到的丙酮缩醚反应,实现卓越的位置选择性碘官能团化,并具有优异区域和非对映面控制。[3]它已被用于参与以下反应的反应剂:

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

標靶器官

Respiratory system

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves


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?-Iodination of enaminones with bis(pyridine)iodonium(I) tetrafluoroborate
Campos, P. J. et al
Tetrahedron Letters, 38(48), 8397-8400 (1997)
Total diastereofacial selective iodofunctionalization of terpene derivatives based on Ipy2BF4
Jose Barluenga et al.
The Journal of Organic Chemistry, 68(17), 6583-6586 (2003)
José Barluenga et al.
The Journal of organic chemistry, 68(17), 6583-6586 (2003-08-16)
Acetonides 1, easily obtained from simple terpenes, react with bispyridine iodonium (I) tetrafluoroborate (Ipy(2)BF(4)) and tetrafluoroboric acid in the presence of nucleophiles to give the corresponding adducts 2 with complete regio and diastereofacial control. Acetonides 1 containing a properly located
José Barluenga et al.
Organic letters, 5(22), 4121-4123 (2003-10-24)
[reaction: see text]. Iodonium ions, o-alkynyl-substituted carbonyl compounds, and alkynes react to give 1-iodonaphthalene derivatives featuring interesting substitution patterns. The reaction with alkenes instead of acetylenes affords related naphthyl ketone derivatives. These two metal-free processes are conducted at room temperature
José Barluenga et al.
Journal of the American Chemical Society, 125(30), 9028-9029 (2004-09-17)
Iodonium ions liberated from bis(pyridine)iodonium(I) tetrafluoroborate react with ortho-alkynyl-substituted carbonyl compounds and different nucleophiles to give valuable iodinated heterocycles at room temperature, through a new and metal-free reaction sequence. Interestingly, the nature of the nucleophile can be widely modified, and

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