84854-57-9

Upstream product

• 74-97-5 chlorobromomethane 
• 59515-92-3 5,6-dihydroxy-3,4-dihydronaphthalen-1(2H)-one 
• 94135-98-5 4-[(2,3-methylenedioxy)phenyl]butanoic acid 
• 184360-97-2 (E)-4-((2',3'-methylenedioxy)phenyl)but-3-enoic acid 
• 6698-13-1 4-bromo-benzo[1,3]dioxole 
• 75-09-2 dichloromethane 

Downstream Products

• 65472-68-6 1-Benzhydryl-4-(8,9-dihydro-naphtho[1,2-d][1,3]dioxol-7-ylmethyl)-piperazine; hydrochloride 

Relevant academic research and scientific papers

Synthesis of 1-tetralone derivatives using a Stille cross coupling/friedel crafts acylation sequence

An efficient method of synthesis of 1-tetralones has been achieved featuring a Stille cross-coupling reaction as the key step.

Tributylstannyl 4-tributylstannylbut-3-enoate: A useful C-4 homologating agent. Application to the synthesis of aryl iodolactones

Tributylstannyl 4-tributylstannylbut-3-enoate, readily prepared by radical hydrostannation, is used for the transfer of a but-3-enoic acid synthon. Some of the potentialities of this synthon are established by the synthesis of aryl iodolactones or tetralones (one of them is a key intemediate for ABT-200 synthesis).

Synthesis of 5,6-methylenedioxy-1-tetralone. An aryl Grignard approach from guaiacol

A convenient synthesis of 5,6-methylenedioxy-1-tetralone (1) is described. The main features of this synthesis are the formation of 6 via a Grignard reaction using succinic anhydride followed by selective reduction and Friedel-Crafts cyclization to generate the desired tetralone 1.

1-AMINOMETHYL-1,2,3,4-TETRAHYDRONAPHTHALENES

Compounds of the formula STR1 and pharmaceutically acceptable salt thereof, wherein R 2 is selected from hydroxy and lower alkoxy, R 5 is lower alkyl, and R 11 and R 12 are independently selected from hydrogen, halo, hydroxy, methoxy, and lower alkyl, are selective . alpha.. sub.2 adrenergic receptor antagonists useful in the treatment of glaucoma.

1-aminomethyl-1,2,3,4-tetrahydronaphthalenes

The present invention provides compounds of the formula STR1 or a pharmaceutically acceptable salt thereof wherein R1 is selected from hydrogen, halo, lower alkyl, lower alkoxy, or thioalkoxy; and R2 is lower alkoxy; or R1 and R2 together form a methylenedioxy or ethylenedioxy ring; R3 and R4 are independently selected from hydrogen, hydroxy, lower alkyl, lower alkoxy, lower alkylthio, (lower alkyl)amino, (lower alkylsulfonyl)amino, and halo; and R7 is selected from the group consisting of 2- or 3-thienyl, 2- or 3-furyl, and STR2 where R13 and R14 are independently selected from the group consisting of hydrogen, hydroxy, halogen, amino, lower alkyl, lower alkoxy, lower alkylthio, methylenedioxy, or ethylenedioxy. The compounds of the present invention selectively inhibit α2 -adrenergic receptors as well as inhibit the uptake of biogenic amines and are thus useful in the treatment of certain cardiovascular and psychiatric disorders.

A simple, high-yielding method for the methylenation of catechols

The methylenation of a variety of catechols is described, employing cesium carbonate and bromochloromethane in dimethylformamide at 110°C or acetonitrile at reflux. The corresponding methylenedioxy derivatives are obtained in 86-97 yield. Utilization of this method provided β-hydrastine in 70% yield from its corresponding dihydroxy analog.