19863-70-8

Upstream product

• 1646-26-0 1-(benzo[b]furan-2-yl)ethanone 
• 1047648-54-3 N-Methoxy-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide 
• 75-16-1 methylmagnesium bromide 
• 90-02-8 salicylaldehyde 
• 14004-15-0 2-crotylphenol 
• 16198-39-3 (+/-)-2-ethenyl-2,3-dihydrobenzofuran 
• 104518-79-8 4-trimethylsilyl-2-(trans-2-butenyl)phenol 
• 104518-80-1 (E)-4-bromo-2-(but-2-en-1-yl)phenol 

Downstream Products

• 92582-15-5 1-(5-acetyl-2,3-dihydro-2-benzofuranyl)-1-methylethyl acetate 

Relevant academic research and scientific papers

ANTIPARASITIC AGENTS

The present invention relates to compounds of the formula (I) and pharmaceutically acceptable salts thereof, compositions containing such compounds and the uses of such compounds as antiparasitic agents.

Indole, benzofuran, benzothiophene containing lipoxygenase inhibiting compounds

Compounds of the formula: STR1 wherein R1 is (1) hydrogen, (2) C1 to C4 alkyl, (3) C2 to C4 alkenyl, or (4) NR2 R3, wherein R2 and R3 are independently selected from (1) hydrogen, (2) C1 to C4 alkyl and (3) hydroxyl, but R2 and R3 are not simultaneously hydroxyl; wherein X is oxygen, sulfur, SO2, or NR4, wherein R4 is (1) hydrogen, (2) C1 to C6 alkyl, (3) C1 to C6 alkoyl, (4) aroyl, or (5) alkylsulfonyl; A is selected from C1 to C6 alkylene and C2 to C6 alkenylene; n is 1-5; Y is selected independently at each occurrence from (1) hydrogen, (2) halogen, (3) hydroxy, (4) cyano, (5) halosubstituted alkyl, (6) C1 to C12 alkyl, (7) C2 to C12 alkenyl, (8) C1 to C12 alkoxy, (9) C3 to C8 cycloalkyl, (10) C1 -C8 thioalkyl, (11) aryl, (12) aryloxy, (13) aroyl, (14) C1 to C12 arylalkyl, (15) C2 to C12 arylalkenyl, (16) C1 to C12 arylalkoxy, (17) C1 to C12 arylthioalkoxy, and substituted derivatives of (18) aryl, (19) aryloxy, (20) aroyl, (21) C1 to C12 arylalkyl, (22) C2 to C12 arylalkenyl, (23) C1 to C12 arylalkoxy, or (24) C1 to C12 arylthioalkoxy, wherein substituents are selected from halo, nitro, cyano, C1 to C12 alkyl, alkoxy, and halosubstituted alkyl; Z is oxygen or sulfur; and M is hydrogen, a pharmaceutically acceptable cation, aroyl, or C1 to C12 alkoyl, are potent inhibitors of 5- and/or 12-lipoxygenase enzymes. Also disclosed are lipoxygenase inhibiting compositions and a method for inhibiting lipoxygenase activity.

cis-Oxypalladation Complexes Derived from (1R,5R)-2(10),3-Pinadiene and Their Utilization in Pd(II)-catalyzed Enantioselective Cyclization of 2-(trans-2-Butenyl)phenols

(1R,5R)-2(10),3-Pinadiene, when treated with either Na2PdCl4 in MeOH or Pd(OAc)2 in AcOH and NaCl, gives di-μ-chloro-bis (4a) or (4b), respectively.These complexes represent the firstly isolated cis-oxypalladation adduct.The ligand exchange of 4b with AgOAc affords di-μ-acetato-bis (5b) which serves as the catalyst for the asymmetric cyclization of 2-(trans-2-butenyl)phenols leading to 2-vinyl-2,3-dihydrobenzofurans (13).Although the enantioselectivities induced in this asymmetric cyclization are not high (1-29percent ee), noteworthy is that the cis-complex 5b affords (R)-(-)-enantiomer of 13 while the parent di-μ-acetato-bis give the (S)-isomer.As an application of the present asymmetric cyclization, attempts to synthesize (S)-(+)-tremetone have been made.