Haloamidation of alkynes and related reactions using zirconacycles and isocyanates

Yanzhong Li; Hiroshi Matsumura; Masamichi Yamanaka; Tamotsu Takahashi

doi:10.1016/j.tet.2003.08.078

Haloamidation of alkynes and related reactions using zirconacycles and isocyanates

Yanzhong Li
, Hiroshi Matsumura
, Masamichi Yamanaka
, Tamotsu Takahashi^*

^*Corresponding author for this work

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

43 Scopus citations

Abstract

Zirconacyclopentenes reacted with isocyanates to give aza- or oxazirconacycles which were conveniently coverted into the corresponding haloamidation products of alkynes after halogenation. 1,4-Bistrimethylsilyl substituted zirconacyclopentadiene afforded a low yield of iodoamidation product, whereas zirconium-alkyne complexes stabilized with phosphine gave the iodoamidation products in moderate yields. On the other hand, zirconacyclopentanes reacted with isocyanates to give trimerization products of isocyanate, isocyanurates.

Original language	English
Pages (from-to)	1393-1400
Number of pages	8
Journal	Tetrahedron
Volume	60
Issue number	6
DOIs	https://doi.org/10.1016/j.tet.2003.08.078
State	Published - 2 Feb 2004
Externally published	Yes

Keywords

Haloamidation
Isocyanate
Isocyanurate
Trimerization of isocyanate
Zirconacyclopentadiene
Zirconacyclopentane
Zirconacyclopentene

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10.1016/j.tet.2003.08.078

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title = "Haloamidation of alkynes and related reactions using zirconacycles and isocyanates",

abstract = "Zirconacyclopentenes reacted with isocyanates to give aza- or oxazirconacycles which were conveniently coverted into the corresponding haloamidation products of alkynes after halogenation. 1,4-Bistrimethylsilyl substituted zirconacyclopentadiene afforded a low yield of iodoamidation product, whereas zirconium-alkyne complexes stabilized with phosphine gave the iodoamidation products in moderate yields. On the other hand, zirconacyclopentanes reacted with isocyanates to give trimerization products of isocyanate, isocyanurates.",

keywords = "Haloamidation, Isocyanate, Isocyanurate, Trimerization of isocyanate, Zirconacyclopentadiene, Zirconacyclopentane, Zirconacyclopentene",

author = "Yanzhong Li and Hiroshi Matsumura and Masamichi Yamanaka and Tamotsu Takahashi",

year = "2004",

month = feb,

day = "2",

doi = "10.1016/j.tet.2003.08.078",

language = "英语",

volume = "60",

pages = "1393--1400",

journal = "Tetrahedron",

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TY - JOUR

T1 - Haloamidation of alkynes and related reactions using zirconacycles and isocyanates

AU - Li, Yanzhong

AU - Matsumura, Hiroshi

AU - Yamanaka, Masamichi

AU - Takahashi, Tamotsu

PY - 2004/2/2

Y1 - 2004/2/2

N2 - Zirconacyclopentenes reacted with isocyanates to give aza- or oxazirconacycles which were conveniently coverted into the corresponding haloamidation products of alkynes after halogenation. 1,4-Bistrimethylsilyl substituted zirconacyclopentadiene afforded a low yield of iodoamidation product, whereas zirconium-alkyne complexes stabilized with phosphine gave the iodoamidation products in moderate yields. On the other hand, zirconacyclopentanes reacted with isocyanates to give trimerization products of isocyanate, isocyanurates.

AB - Zirconacyclopentenes reacted with isocyanates to give aza- or oxazirconacycles which were conveniently coverted into the corresponding haloamidation products of alkynes after halogenation. 1,4-Bistrimethylsilyl substituted zirconacyclopentadiene afforded a low yield of iodoamidation product, whereas zirconium-alkyne complexes stabilized with phosphine gave the iodoamidation products in moderate yields. On the other hand, zirconacyclopentanes reacted with isocyanates to give trimerization products of isocyanate, isocyanurates.

KW - Haloamidation

KW - Isocyanate

KW - Isocyanurate

KW - Trimerization of isocyanate

KW - Zirconacyclopentadiene

KW - Zirconacyclopentane

KW - Zirconacyclopentene

UR - https://www.scopus.com/pages/publications/1642431604

U2 - 10.1016/j.tet.2003.08.078

DO - 10.1016/j.tet.2003.08.078

M3 - 文章

AN - SCOPUS:1642431604

SN - 0040-4020

VL - 60

SP - 1393

EP - 1400

JO - Tetrahedron

JF - Tetrahedron

IS - 6

ER -

Haloamidation of alkynes and related reactions using zirconacycles and isocyanates

Abstract

Keywords

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