56880-01-4

Upstream product

• 109-97-7 pyrrole 
• 1309041-53-9 phenyl 1,8-diazabicyclo[5.4.0]undec-6-ene-8-carboxylate 
• 102-09-0 bis(phenyl) carbonate 
• 13509-27-8 methyl phenyl carbonate 
• 21972-99-6 pyrrole-1-carboxylic acid 
• 139-02-6 sodium phenoxide 
• 107962-24-3 pyrrole-1-carboxylic acid anhydride 

Downstream Products

• 56857-08-0 benzyl 1H-pyrrole-1-carboxylate 
• 4778-72-7 N-phenyl-1H-pyrrole-1-carboxamide 
• 107962-30-1 N-(prop-2-en-1-yl)-1H-pyrrole-1-carboxamide 
• 223432-76-6 N-benzyl-1H-pyrrole-1-carboxamide 
• 1353752-13-2 N,N-dibenzyl-1H-pyrrole-1-carboxamide 
• 1353752-22-3 N-(2-hydroxy-2-phenylethyl)-1H-pyrrole-1-carboxamide 
• 1353752-33-6 C₁₈H₁₇N₃O₃ 

Relevant academic research and scientific papers

Carbonic acid diester activation by polymer-bound DBU and its relevance to catalytic N-carbonylation of N-heteroaromatics: Direct evidence for an elusive N-carboxy-substituted amidinium cation intermediate

Polymer-bound DBU (PS-DBU, DBU = 1,8-diazabicyclo[5.4.0]undec-7-ene) is an effective and selective catalyst for solventless N-phenoxycarbonylation of N-heteroaromatics (pyrrole (1), indole (2), and carbazole (3)) with diphenyl carbonate (DPC), used as an

Solventless selective phosgene-free N-carbonylation of N-heteroaromatics (pyrrole, indole, carbazole) under mild conditions

N-Heteroaromatics HetNH, such as pyrrole (1), indole (2) and carbazole (3), have been selectively N-carbonylated by a direct reaction with diphenyl carbonate (DPC), used as an environmental friendly carbonyl active species in place of toxic and hazardous phosgene. The carbonylation reaction can be effectively catalyzed by 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), which can act as a base catalyst by activating the HetNH substrate, and as a nucleophile catalyst by activating the organic carbonate. The influence of reaction parameters (temperature, reaction time, DBU load, DPC/HetNH molar ratio) on the productivity of the process has been also investigated. The synthetic methodology does not require severe temperature conditions, is solventless, simple (only one step), efficient and selective, and offers a new solution to the synthesis of synthetically versatile HetNCO2Ph derivatives through a route alternative to the current traditional phosgenation methods.

A simple direct phosgeneless route to N-heteroaryl unsymmetrical ureas

A new simple approach to the synthesis of unsymmetrical ureas HetNC(O)NRR′ (HetNH = pyrrole, indole, carbazole; R, R′ = H, alkyl, aryl) has been explored, which involves the direct reaction of the N-phenoxycarbonyl derivatives of pyrrole, indole and carba

Superbase-promoted direct N-carbonylation of pyrrole with carbonic acid diesters

Carbonic acid diesters have been investigated as carbonylating agents in the direct reaction with pyrrole (HetNH). In the presence of superbases (DBU, P1-t-Bu, BTPP) as catalysts, the heteroaromatic substrate can be N-carbonylated by direct reaction with carbonic acid diesters under not-severe experimental conditions. The carbonylation reaction makes accessible pyrrole N-carbonyl derivatives (HetNC(O)OR, (HetN)2CO) selectively through a simple straightforward way, which offers a safe eco-friendly alternative to the traditional synthetic methods based on hazardous phosgene or phosgene-derivatives.