531634
双(吡啶)四氟硼化碘
别名:
Barluenga试剂
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选择尺寸
关于此项目
经验公式（希尔记法）:
C10H10BF4IN2
化学文摘社编号:
分子量:
371.91
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
InChI
1S/2C5H5N.BF4.I/c2*1-2-4-6-5-3-1;2-1(3,4)5;/h2*1-5H;;/q;;-1;+1
SMILES string
[I+].F[B-](F)(F)F.c1ccncc1.c2ccncc2
InChI key
JBVUIHBKNVHCKK-UHFFFAOYSA-N
reaction suitability
reagent type: oxidant
mp
137-141 °C (lit.)
storage temp.
2-8°C
Quality Level
General description
双(吡啶)四氟硼化碘（Barluenga′试剂）是一种温和的碘化剂和氧化剂，可与广泛的不饱和底物选择性反应，兼容各种官能团。
Application
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。它已被用于参与以下反应的反应剂：
- 从2-炔基-取代苯甲醛合成取代萘和含氧杂环化合物的反应物。
- 合成四环四氢呋喃
双(吡啶)四氟硼化碘的应用
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Discovery of New Tetracyclic Tetrahydrofuran Derivatives as Potential Broad-Spectrum Psychotropic Agents
Fernandez J. et al.
Journal of Medicinal Chemistry, 48(6), 1709-1712 (2005)
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
Regioselective synthesis of substituted naphthalenes: a novel de novo approach based on a metal-free protocol for stepwise cycloaddition of o-alkynylbenzaldehyde derivatives with either alkynes or alkenes
Jose Barluenga et al.
Organic Letters, 5(22), 4121-4123 (2003)
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
Total diastereofacial selective iodofunctionalization of terpene derivatives based on Ipy2BF4
Jose Barluenga et al.
The Journal of Organic Chemistry, 68(17), 6583-6586 (2003)
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