32991-03-0

Upstream product

• 88-72-2 1-methyl-2-nitrobenzene 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 1188-33-6 N,N-dimethylformamide diethyl diacetal 
• 123-75-1 pyrrolidine 

Downstream Products

• 552-16-9 ortho-nitrobenzoic acid 
• 552-89-6 2-nitro-benzaldehyde 
• 80805-63-6 β-(dimethylamino)-α-(4-methylbenzoyl)-2-nitrostyrene 
• 120-72-9 indole 
• 91477-03-1 3-phenyl-4-o-nitrophenyl-isoxazole 
• 91477-05-3 3-phenyl-4-(2-aminophenyl)isoxazole 
• 91477-06-4 3-mesityl-4-(2-aminophenyl)isoxazole 
• 91477-04-2 3-mesityl-4-o-nitrophenyl-isoxazole 
• 52765-18-1 2'-fluoro-2-(2-nitrophenyl)-acetophenone 
• 79844-33-0 2-(2-nitrophenyl)acetaldehyde dimethyl acetal 
• 150760-45-5 2-(2,2-dimethoxyethyl)-benzeneamine 
• 594827-31-3 1-[1-(pyridin-2-ylmethyl)piperidin-4-yl]-1H-indole 
• 52765-21-6 N-[3-(2-nitro-phenyl)-2-oxo-propyl]-phthalimide 

Relevant academic research and scientific papers

Development of a manufacturing process for 1-(1-pyridin-2-yl methyl-piperidin-4-yl)-1H-indole: A key intermediate for protein kinase C inhibitor LY317615

This contribution describes process development leading to the production of 1-(1-pyridin-2-yl methyl-piperidin-4-yl)-1H-indole (11). The title compound 11 was produced via a Leimgruber-Batcho indole synthesis using key intermediates 2-(2,2-dimethoxyethyl

Microwave assisted Leimgruber-Batcho reaction for the preparation of indoles, azaindoles and pyrroylquinolines

The development of enhanced conditions for Lewis acid catalysed Leimgruber-Batcho indole synthesis using microwave acceleration is described. This approach has permitted the preparation of a variety of heteroaromatic enamine intermediates in good yield and high purities. Subsequent catalytic hydrogenation reactions, under various conditions including the use of a solid-phase encapsulated catalyst, furnish the corresponding indole derivatives in good yields.

A MILD METHOD FOR THE CONVERSION OF ACTIVATED ARYL METHYL GROUPS TO CARBOXALDEHYDES VIA THE UNCATALYZED PERIODATE CLEAVAGE OF ANAMINES

A mild procedure for the oxidative cleavage of aryl enamines to aryl aldehydes by periodate without the need for transition metal catalysis is presented.

A PRACTICAL REGIOSELECTIVE SYNTHESIS OF ω-FUNCTIONALIZED, LONG-CHAIN 2,3-DIALKYLINDOLES

Several routes towards the regioselective synthesis of ω-functionalized 2,3-dialkylindoles (1 and 2) have been compared and discussed.A synthesis based on the appropriately modified indolization reaction according to Leimgruber and Batcho resulted the method of choice, being versatile and of quite general applicability for inoles of this type.

Chemistry of Indole Glucosinolates: Intermediacy of Indol-3-ylmethyl Isothiocyanates in the Enzymic Hydrolysis of Indole Glucosinolates

The enzymic hydrolysis of 1-methoxyindol-3-ylmethyl glucosinolate (1b) proceeds via the corresponding isothiocyanate (2b), thus providing evidence for a previously unsubstantiated breakdown pathway and establishing a link with 1-methoxycyclobrassinin (4b) and related indole phytoalexins.

A FACILE ROUTE TO 1-ACETOXY- AND 1-METHOXYINDOLES

A simple and practical synthetic method for 1-acetoxy and 1-methoxyindoles from 2-nitrotoluene is described.

Intermediates for indoles

Ortho-nitrotoluenes are condensed with formamide acetals to yield the corresponding otho-nitro-β-aminestyrenes which undergo cyclization upon reduction to yield indoles.

Process for preparing o-nitrobenzylketones

o-nitrobenzylketones are prepared by reacting a trans-β-substituted amino-2-nitrostyrene with a lower alkanoyl halide, halo-lower alkanoyl halide, phthalimido-lower alkanoyl halide, benzoyl halide or substituted benzoyl halide, and subsequently hydrolyzing the resulting product to yield the desired o-nitrobenzylketone.