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1. WO2013108024 - AROMATIC COMPOUNDS AND METHODS OF MAKING THE SAME

Publication Number WO/2013/108024
Publication Date 25.07.2013
International Application No. PCT/GB2013/050090
International Filing Date 16.01.2013
IPC
C07F 5/02 2006.1
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
FACYCLIC, CARBOCYCLIC, OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
5Compounds containing elements of Groups 3 or 13 of the Periodic System
02Boron compounds
C07F 5/04 2006.1
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
FACYCLIC, CARBOCYCLIC, OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
5Compounds containing elements of Groups 3 or 13 of the Periodic System
02Boron compounds
04Esters of boric acids
C07F 7/08 2006.1
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
FACYCLIC, CARBOCYCLIC, OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
7Compounds containing elements of Groups 4 or 14 of the Periodic System
02Silicon compounds
08Compounds having one or more C-Si linkages
CPC
C07F 5/02
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
5Compounds containing elements of Groups 3 or 13 of the Periodic System
02Boron compounds
C07F 5/04
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
5Compounds containing elements of Groups 3 or 13 of the Periodic System
02Boron compounds
04Esters of boric acids
C07F 7/0803
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
7Compounds containing elements of Groups 4 or 14 of the Periodic System
02Silicon compounds
08Compounds having one or more C—Si linkages
0803Compounds with Si-C or Si-Si linkages
Applicants
  • THE UNIVERSITY OF SHEFFIELD [GB]/[GB]
Inventors
  • HARRITY, Joseph P. A.
  • KIRKHAM, James D.
  • CREPIN, Damien F.
Agents
  • HARRISON GODDARD FOOTE
Priority Data
1200688.817.01.2012GB
Publication Language English (en)
Filing Language English (EN)
Designated States
Title
(EN) AROMATIC COMPOUNDS AND METHODS OF MAKING THE SAME
(FR) COMPOSÉS AROMATIQUES ET PROCÉDÉS DE FABRICATION DESDITS COMPOSÉS
Abstract
(EN) This invention relates to a process of making aromatic compounds, products thereof and to a process of making benzoxaboroles. According to one aspect, the present invention provides a process of making an aromatic compound or derivative thereof comprising: reacting an alkynyl moiety containing an element selected from group 13 or 14 with a 2- pyrone moiety containing a Lewis base in the presence of a Lewis acid to form a six- membered ring fused with a five-membered ring. According to another aspect, the present invention provides compounds from the use of said method. In a further aspect, the present invention provides a process of making a benzoxaborole or a derivative of such a benzoxaborole comprising the steps of: a) reacting an alkynyl borate with a 2-pyrone moiety substituted with an amide in the presence of a Lewis acid to form an aromatic borane; b) reacting said borane with a reducing agent.
(FR) Cette invention concerne un procédé de fabrication de composés aromatiques, de produits obtenus par celui-ci et un procédé de fabrication de benzoxaboroles. Selon un aspect, la présente invention concerne un procédé de fabrication d'un composé aromatique ou d'un produit dérivé de celui-ci consistant à : faire réagir une fraction alcynyle contenant un élément choisi parmi le groupe 13 ou 14 avec une fraction 2-pyrone contenant une base de Lewis en présence d'un acide de Lewis pour former un anneau à six chaînons fusionné à un anneau à cinq chaînons. Selon un autre aspect, la présente invention permet d'obtenir des composés en utilisant ledit procédé. Dans un autre aspect, la présente invention concerne un procédé de fabrication d'un benzoxaborole ou d'un dérivé dudit benzoxaborole comprenant les étapes consistant à : a) faire réagir un borate d'alcynyle avec une fraction 2-pyrone substituée par un amide en présence d'un acide de Lewis pour former un borane aromatique ; b) faire réagir ledit borane avec un agent réducteur.
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