19793-96-5

Upstream product

• 88-67-5 2-Iodobenzoic acid 
• 73178-23-1 N-benzyl-2-iodobenzamide 
• 100-46-9 benzylamine 
• 293744-55-5 N-benzyl-2-(2'-phenylethynyl)benzamide 
• 609-67-6 2-Iodobenzoyl chloride 
• 100-39-0 benzyl bromide 
• 40523-32-8 3-(phenylmethylene)isoindol-1-one 
• 583-55-1 1-Bromo-2-iodobenzene 
• 201230-82-2 carbon monoxide 
• 536-74-3 phenylacetylene 
• 615-42-9 1,2-Diiodobenzene 
• 21375-88-2 1-bromo-2-(phenylethenyl)benzene 
• 109744-41-4 1-iodo-2-(2-phenylethynyl)benzene 
• 86769-98-4 (E)-N-benzyl-2-styrylbenzamide 

Downstream Products

• 104563-13-5 2,3-Dibenzyl-3-(4-hydroxy-phenyl)-2,3-dihydro-isoindol-1-one 
• 39142-92-2 N,9-dibenzyl-8-azabicyclo<4.3.0>nona-1(6),2,4-trien-7-one 

Relevant academic research and scientific papers

N-benzyl-3-benzylideneisoindolin-1-one

The title compound, C22H17NO, is formed by the palladium-catalyzed reaction between N-benzyl-o-iodotenzamide and phenylacetylene. The molecules contain three planar parts, namely the isoindolinone moiety (A) and the phenyl rings of t

Direct Difluorination-Hydroxylation, Trifluorination, and C(sp2)-H Fluorination of Enamides

A direct double functionalization involving both difluorination and hydroxylation of enamides is reported. With the appropriate combination of an electrophilic fluorinating reagent and H2O, the most convenient and ecofriendly hydroxylating agent, the preparation of 3-(difluoroalkyl)-3-hydroxyisoindolin-1-ones was achieved under basic or Br?nsted acidic conditions. Suitable conditions for trifluorination as well as C(sp2)-H fluorination were also identified. Subsequent asymmetric functionalization of the obtained gem-difluorinated products has also been demonstrated.

Synthesis of 2-(1,2,3-Triazolyl)benzamide Derivatives by a Copper(I)-Catalyzed Multicomponent Reaction

The copper-catalyzed multicomponent reaction of 2-iodobenzamides, NaN3, and terminal alkynes for the synthesis of 2-(1,2,3-triazolyl)benzamide derivatives was achieved in a one-step process over a short period of time under mild conditions. The transformation involved a C(aryl)–N bond formation process followed by an azide–alkyne cycloadditon reaction. The absence of external base was crucial for the preferred reaction pathway to occur.

Preparation method of 3-methylene isoindole-1-one derivatives

The invention relates to a preparation method of 3-methylene isoindole-1-one derivatives. The preparation method comprises the following steps: an N-substituted 2-chlorobenzamide derivative in formula (1), alkyne-terminated compounds in formula (2) and ni

Synthesis of 3-substituted isoindolin-1-ones via a tandem desilylation, cross-coupling, hydroamidation sequence under aqueous phase-transfer conditions

A simple and expedient method for the synthesis of 3-methylene-isoindolin-1-ones 4 under aqueous phase-transfer conditions has been developed. Starting from 2-iodobenzamides 1 and (silyl)alkynes, the products are obtained in high yields and short reaction times (30 min) with the use of inexpensive CuCl/PPh3 catalyst system in the presence of n-Bu4NBr (TBAB) as a phase-transfer agent. Terminal alkynes are conveniently "unmasked" upon in situ desilylation under the reaction conditions. Alkynes possessing heterocyclic moieties were also found as amenable substrates. Furthermore, a one-pot process starting from 2-iodobenzamides 1, aryl halides (bromides or iodides) and trimethylsilylacetylene (TMSA) as a convenient acetylene surrogate was also shown to be feasible under Pd/Cu catalysis.

Copper(II)-catalyzed tandem synthesis of substituted 3-methyleneisoindolin- 1-ones

An efficient strategy for the synthesis of a variety of 3-methyleneisoindolin-1-ones has been developed. The reaction proceeded from coupling of 2-iodobenzamides (or 2-bromobenzamides) and terminal alkynes via Cu(OAc)2·H2O/2,2′-biimi

Efficient Synthesis of a (Z)-3-Methyleneisoindolin-1-one Library Using Cu(OAc)2·H2O/DBU under Microwave Irradiation

Microwave-promoted efficient synthesis of a (Z)-3-methyleneisoindolin-1-one library from 2-bromobenzamides and terminal alkynes using Cu(OAc) 2·H2O/DBU is described. Various benzamide substituents, ring substitutions, including heter

Synergistic effect of palladium and copper catalysts: Catalytic cyclizative dimerization of ortho-(1-alkynyl)benzamides leading to axially chiral 1,3-butadienes

Two is better than one: In the presence of Pd(OAc)2 and Cu(OAc)2, o-(1-alkynyl)benzamides 1 were converted into bis-iminobenzoisofurans with an axially chiral 1,3-diene 2 unit. The coexistence of both Pd and Cu catalysts was found to be essential for both the cyclizative dimerization process and for the observed unusual cyclization mode. Copyright

Microwave assisted copper-free Sonogashira coupling/5-exo-dig cycloisomerization domino reaction: Access to 3-(phenylmethylene)isoindolin-1- ones and related heterocycles

An efficient microwave assisted one-pot synthesis of substituted 3-(phenylmethylene)isoindolin-1-ones is reported via a copper-free Sonogashira coupling and a regioselective 5-exo-dig cycloisomerization. This domino reaction was also extended to other related heterocycles.

Product selectivity control in the heteroannulation of o-(1-Alkynyl)benzamides

The selective synthesis of (Z)- or (E)-3-aryl/vinyl/alkylidene-isoindolones, and 2-benzopyran derivatives from o-(1-alkynyl)benzamides by means of a suitable choice of bases or silver catalysis is described.