34320-91-7

Upstream product

• 126893-28-5 7,7-Dimethoxy-3-phenyl-cyclohepta-1,3,5-triene 
• 89858-93-5 6-phenyl-8-oxabicyclo<3.2.1>oct-6-en-3-one 
• 1714-40-5 3-methoxy-1,3,5-cycloheptatriene 
• 591-51-5 phenyllithium 
• 544-25-2 Cyclohepta-1,3,5-triene 
• 126893-54-7 1-Methoxy-4-phenyl-cyclohepta-1,3,5-triene 
• 126910-33-6 3-Methoxy-7-phenyl-cyclohepta-1,3,5-triene 
• 1714-38-1 7-methoxy-1,3,5-cycloheptatriene 
• 1728-32-1 1-methoxycyclohepta-1,3,5-triene 
• 18207-24-4 7,7-dimethoxy-1,3,5-cycloheptatriene 

Relevant academic research and scientific papers

Stereo- and regiocontrolled hydroxylation of oxyallyl [4+3] cycloadducts. A concise synthesis of hinokitiol

Stereo- and regioselective hydroxylation of 8-oxabicyclo[3.2.1]oct-6-en-3-ones was achieved by the action of (diacetoxyiodo)benzene in methanolic potassium hydroxide (the Moriarty oxidation). Subsequent double elimination afforded a convenient preparation of substituted tropolones, as exemplified in a three-step synthesis of hinokitiol (1).

Anodic oxidation of cycloheptatriene systems and its application to the synthesis of non-benzenoid aromatic compounds

Anodic oxidation of cycloheptatrienes has been found to be one of the most powerful key tools for the preparation of a variety of non-benzenoid aromatic compounds such as tropylium salts, tropones, tropolones, 2H-cyclohepta[b]furan-2-ones, and azulenes.

A NOVEL REGIOSELECTIVE SYNTHESIS OF 4-SUBSTITUTED TROPONES

The preparation of 4-alkyl (or aryl) tropones has easily been accomplished by the anodic oxidation of 1-methoxy-4-alkyl (or aryl) cycloheptatrienes which where synthesized by the regioselective addition of alkyl or aryl lithium to 3-position of 7,7-dimethoxycycloheptatriene followed by the thermal 1,5-hydrogen shift of the resulting 3-methoxy-7-alkyl (or aryl) cycloheptatrienes.

PHOTOOXYGENATION OF 7-SUBSTITUTED CYCLOHEPTATRIENES

Photooxygenation of 7-substituted cycloheptatrienes, including the Me, Et, iPr, Ph, CN, COOMe, COOEt, and CONH2 groups was studied, and several products among the tropilidene-type (1 and 2) and norcaradiene-type (3 and 4) endoperoxides, o-substituted benzaldehydes (5), diepoxides (6 and 7), and ketoalcohols (8) were obtained.Mechanism of the formations of the products was discussed.Thermal isomerization of the endoperoxides (1, 3 and 4) to the corresponding diepoxides (10, 6 and 7), and the reaction of the endoperoxides (1 and 3) with triethylamine were examined.