Awesome and Easy Science Experiments about 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline

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1745-07-9, Name is 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline, belongs to tetrahydroisoquinoline compound, is a common compound. name: 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinolineIn an article, once mentioned the new application about 1745-07-9.

Ring expansion of 1,2,3,4-tetrahydroisoquinolines to dibenzo[c,f]azonines. An unexpected [1,4]-sigmatropic rearrangement of nitrile-stabilized ammonium ylides

When the products of a Strecker reaction of 1,2,3,4-tetrahydroisoquinolines with aromatic aldehydes are quaternized with alkyl triflates and subsequently treated with base, a ring expansion to 6,7,8,13-tetrahydro-5H-dibenzo[c,f] azonine-5-carbonitriles takes place. The nine-membered cyclic products can be obtained in good yields (78-89%) in a process involving the [1,4]-sigmatropic rearrangement of a nitrile-stabilized ammonium ylide. The reaction sequence provides a new, simple, and efficient method for the synthesis of these unusual N-heterocycles.

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Reference£º
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem