Prop-l-enyl benzene

Acorus calamus contains beta-asarone [(Z)-l,2, 4-trimethoxy-5-prop-l-enyl-benzene], which is carcinogenic (2). Commercial calamus preparations have mutagenic effects in bacteria (3), while calamus oil (Jammu variety) is carcinogenic in rats. 

The mechanism (Scheme 5) of the oxidative C-H transformation of allyl arenes to alkenyl aldehydes by 2,3-dichloro-5,6-dicyano-l,4-benzoquinone (37) and catalysed by FeCl2 in C2H4CI2 had the initial reaction in which (37) oxidized allyl benzene (38), or [(Z)-prop-l-enyl]benzene (39), assisted by FeCl2, through a singleelectron transfer to the corresponding allyl radical (40) and Fe(IIl) complex (41). Next, (41) oxidized (40) to the allyl cation (42) and was reduced to Fe(I) complex... 

C9 H9 Cl (3-ehloro-eis-prop-l-enyl)-benzene 39199-93-4 RI Temp/C Lambda/nm Ref. 

A solution containing (Z)-l-(prop-l-enyl)-2-(l-methyl-2,3-diphenylcydoprop-2-enyl)benzene (89 mg, 0.28 mmol) in 20% pyridine in benzene (0.4 mL) was heated to 160°C in a sealed tube for 30 min. The solvent was removed under reduced pressure to leave a pale yellow solid which was chromatographed (silica gel, hexane) to give colorless crystals yield 87 mg (97%). 

The lUPAC name of cannabidiol is 2-[(lS, 6iI)-3-methyl-6-prop-l-en-2-yl-l-cyclohex-2-enyl]-5-pentyl-benzene-1,3-diol. Cannabidiol (CBD, 2.9) in its acidic form cannabidiolic acid (CBDA, 2.10) is the second major cannabinoid in C. sativa besides A9-THC. As already mentioned for A9-THC, variations in the length of the side chain are also possible for CBD. Important in this context are the propyl side chain-substituted CBD, named cannabidivarin (CBDV, 2.11), and CBD-C4 (2.12), the homologous compound with a butyl side chain. Related to the synthesis starting from CBD to A9-THC as described in Sect. 3.1, it was accepted that CBDA serves as a precursor for THCA in the biosynthesis. Recent publications indicate that CBDA and THCA are formed from the same precursor, cannabigerolic acid (CBGA), and that it is unlikely that the biosynthesis of THCA from CBDA takes place in C. sativa. 

A solution of methyl ( )-3-(2-azido-3,3-difluorocyclobut-l-enyl)prop-2-enoate (19 g, 88.4 mmol) in anhyd benzene (50 mL) was added dropwise, with stirring, to benzene (200 mL) heated at reflux. When the addition... 

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