77948-59-5

Upstream product

• 67471-01-6 1,4-benzodioxin-2-carboxylic acid 
• 120-80-9 benzene-1,2-diol 
• 3663-79-4 methyl 2,3-dihydrobenzo[b][1,4]dioxine-2-carboxylate 
• 4739-94-0 ethyl 2,3-dihydro-1,4-benzodioxin-2-carboxylate 
• 65456-19-1 ethyl 2,3-dibromo-2,3-dihydro-1,4-benzodioxin-2-carboxylate 
• 63881-51-6 1,4-benzodioxin-2-carboxylic acid ethyl ester 

Downstream Products

• 860173-98-4 (R)-N-(1,4-benzodioxan-2-carbonyl)piperazine 
• 1219800-50-6 (R)-tert-butyl 4-(2,3-dihydrobenzo[b][1,4]dioxine-2-carbonyl)piperazine-1-carboxylate 
• 112122-73-3 (3-{1-Hydroxy-2-[4-(2-methoxy-phenyl)-piperazin-1-yl]-ethyl}-benzo[1,4]dioxin-2-yl)-piperidin-1-yl-methanone 
• 112122-77-7 2-[4-(2-Methoxy-phenyl)-piperazin-1-yl]-1-(3-piperidin-1-ylmethyl-benzo[1,4]dioxin-2-yl)-ethanol 

Relevant academic research and scientific papers

Preparation of methylfuro[3,4-b] [1,4]benzodioxinones as intermediates for the synthesis of substituted polycyclic systems. Importance of the acid used as catalyst

The lactones 10 and 11 were conveniently prepared in excellent yield by reaction of the corresponding γ-hydroxy amides 6, 7 and 8 in the presence of propionic acid in catalytic amounts. By increasing the ratio of propionic acid used, under the same reaction conditions, the hydroxy amide 6 reacted to give a mixture of ketoamides 13 (cis/trans).

Diels-Alder reactions of furo [3,4-b] 1,4-benzodioxins : An efficient approach to substituted dibenzo [b,e][1,4] dioxins

In view of their potential biological properties, different substituted dibenzo [b,e] [1,4] dioxins have been synthesized using Diels-Alder reactions. This required the preparation of furobenzodioxins and further dehydration of the bicyclo-adducts of the cycloaddition.

Enantioselective Access to Chiral 2-Substituted 2,3-Dihydrobenzo[1,4]dioxane Derivatives through Rh-Catalyzed Asymmetric Hydrogenation

Rh-catalyzed asymmetric hydrogenation of various benzo[b][1,4]dioxine derivatives was successfully developed to prepare chiral 2-substituted 2,3-dihydrobenzo[1,4]dioxane derivatives using ZhaoPhos and N-methylation of ZhaoPhos ligands with high yields and excellent enantioselectivities (up to 99% yield, >99% enantiomeric excess (ee), turnover number (TON) = 24 000). Moreover, this asymmetric hydrogenation methodology, as the key step with up to 10 000 TON, was successfully applied to develop highly efficient synthetic routes for the construction of some important biologically active molecules, such as MKC-242, WB4101, BSF-190555, and (R)-doxazosin·HCl.

A new synthesis of 3-hydroxy-2,3-dihydro-1,4-benzodioxin-2-carboxamides and 3-aminomethylene-1,4-benzodioxin-2(3H)-one derivatives

The 1,4-benzodioxin-2-carboxylic esters or carboxamides react with nucleophilic amines to give access to 3-hydroxy-2,3-dihydro-1,4-benzodioxin-2-carboxamides and 3-aminomethyn-1,4-benzodioxin-2(3H)-one precursors of potential therapeutical compounds. The basic environment (K2CO3 or amine) facilitates the process.

2-Benzodioxinylaminoethanols: A New Class of β-Adrenergic Blocking and Antihypertensive Agents

Various 2-benzodioxinylaminoethanol derivatives were synthesized and investigated for β-adrenergic blocking activity.Most compounds demonstrated a β-blocking activity of a competitive type when evaluated in guinea pig atrial and tracheal preparations.Thre