Title:
PREPARATION METHOD FOR 1,3-DISUBSTITUTED ALLENE COMPOUND AT ROOM TEMPERATURE BASED ON METAL CARBENE CATALYTIC SYSTEM
Document Type and Number:
WIPO Patent Application WO/2023/046096
Kind Code:
A1
Abstract:
Disclosed are a preparation method for a 1,3-disubstituted allene compound at room temperature based on a metal carbene catalyst, comprising: reacting terminal alkynes, aldehydes and amines in an organic solvent under the action of a gold catalyst and a molecular sieve, and then synthesizing a 1,3-disubstituted allene compound at room temperature. The method of the present invention is simple to operate, raw materials and reagents are easily obtained, reaction conditions are mild, substrate universality is wide, functional group compatibility is good, yield is high (36-93%), the method is scalable (11g), and practicability is strong. The 1,3-disubstituted allene compound obtained in the present invention may be used as an important intermediate to construct δ-caprolactone, trans-allyl alcohol, other allene-derived compounds and natural product molecules and the like.
Inventors:
MA SHENGMING (CN)
XIAO JUNZHE (CN)
XIAO JUNZHE (CN)
Application Number:
PCT/CN2022/120980
Publication Date:
March 30, 2023
Filing Date:
September 23, 2022
Export Citation:
Assignee:
SHANGHAI INST ORGANIC CHEMISTRY CAS (CN)
International Classes:
C07B37/00; B01J23/52; B01J29/00; C07C2/86; C07C11/14; C07C15/44
Foreign References:
| CN104193568A | 2014-12-10 | |||
| JPS5536422A | 1980-03-14 |
Other References:
DANILO M. LUSTOSA; SIMON CLEMENS; MATTHIAS RUDOLPH; A. STEPHEN K. HASHMI: "Gold‐Catalyzed One‐Pot Synthesis of 1,3‐Disubstituted Allenes from Benzaldehydes and Terminal Alkynes", ADVANCED SYNTHESIS AND CATALYSIS, JOHN WILEY & SONS, INC., HOBOKEN, USA, vol. 361, no. 21, 25 September 2019 (2019-09-25), Hoboken, USA, pages 5050 - 5056, XP072360644, ISSN: 1615-4150, DOI: 10.1002/adsc.201900824
Attorney, Agent or Firm:
MSJLAW OFFICE (CN)
Download PDF: