136582-33-7

Upstream product

• 88-67-5 2-Iodobenzoic acid 
• 3959-05-5 2-bromobenzylamine 

Downstream Products

• 742699-02-1 N-(2-bromobenzyl)-2-iodo-N-((trimethylsilyl)ethynyl)benzamide 
• 19793-96-5 (Z)-2-benzyl-3-benzylidene-2,3-dihydro-1H-isoindolin-1-one 
• 632330-08-6 2-(2-bromobenzyl)-3-methylidene-2,3-dihydro-1H-isoindol-1-one 
• 742699-04-3 N-(2-bromobenzyl)-N-ethynyl-2-iodobenzamide 

Relevant academic research and scientific papers

Synthesis of 3-(arylmethylene)isoindolin-1-ones from ynamides by Heck-Suzuki-Miyaura domino reactions. Application to the synthesis of lennoxamine

Substituted 3-(arylmethylene)isoindolin-1-ones can be efficiently synthesized from various ynamides and boronic acids by palladium-catalyzed Heck-Suzuki-Miyaura domino reactions. This methodology has been applied to the total synthesis of lennoxamine and a concise route to this isoindolobenzazepine alkaloid was achieved in eight steps from 2,3-dimethoxybenzoic acid via a key intermediate ynamide.

Sequential Heck–Heck reactions for the dibenz[a,f]indolizine skeleton: synthetic application to decumbenine B

Cyclization of benzamidoacrylate intermediates has been applied for the synthesis of dibenz[a,f]indolizine skeleton. Heck reaction for the 5-membered ring first and the following Heck reaction provided the 6-membered ring next. For the synthetic application properly arranged diiodo-aromatic intermediate has been prepared and subjected to the sequential Heck reactions, and the following decarboxylation provided the known precursor of decumbenine B.

Heck - Suzuki - Miyaura domino reactions involving ynamides. An efficient access to 3-(arylmethylene)isoindolinones

(Matrix Presented) Substituted 3-(arylmethylene)isoindolin-1-ones can be efficiently synthesized in a stereoselective manner from various ynamides and boronic acids by palladium-catalyzed Heck-Suzuki-Miyaura domino reactions.