IP Library Granted Patent US 10,589,263
Granted Patent B2
US 10,589,263 · App. 16/014,115 · Granted Mar 17, 2020

Markovnikov-selective palladium catalyst for carbonylation of alkynes with heteroarenes

Inventors: Haoquan Li (Zhongshan, CN); Jie Liu (Solna, SE); Ralf Jackstell (Rostock, DE); Matthias Beller (Ostseebad Nienhagen, DE); Robert Franke (Marl, DE)
Assignee: EVONIK DEGUSSA GMBH
B01J31/24B01J31/181B01J31/2234B01J31/2409C07D207/333C07F9/572C07F15/006B01J2231/321B01J2531/824B01J2540/40
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Quick Facts
Patent No.
US 10,589,263
App. No.
16/014,115
Granted
Mar 17, 2020
Kind
B2
Abstract

Markovnikov-selective palladium catalyst for carbonylation of alkynes is formed from a bisphosphite having formula (1): The carbonylation catalyst is suited for the preparation of a branched heteroarene-keto product from an alkyne substrate, CO and heterocycle in high yields with low amounts of the linear product.

Claims (6)

1. Compound having the structure (1):

2. A process for Markovnikov-selective carbonylation of an alkyne in whose molecule there is one hydrogen atom bonded to a triply bonded carbon atom to form a heteroarene-keto product comprising the following process steps to form a reaction mixture:

a) initially charging the alkyne,

b) adding a compound according to claim 1 and a substance including Pd,

c) feeding N-methylpyrrole and CO,

d) heating the reaction mixture to react the alkyne with CO and N-methylpyrrole to form the heteroarene-keto product.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 9, 2024
From: EVONIK OPERATIONS GMBH
To: EVONIK OXENO GMBH & CO. KG
Reel/Frame 066242/0585 →
CHANGE OF NAME Recorded Mar 29, 2020
From: EVONIK DEGUSSA GMBH
To: EVONIK OPERATIONS GMBH
Reel/Frame 052254/0052 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 13, 2019
From: LI, HAOQUAN; LIU, JIE; JACKSTELL, RALF; BELLER, MATTHIAS; FRANKE, ROBERT
To: EVONIK DEGUSSA GMBH
Reel/Frame 048588/0810 →