4-ethyl-9-(phenylsulfonyl)-1,2,3,8-tetrahydro-2,6-methanoazecino[4,3-b]indole

Base Information

Chemical Name:4-ethyl-9-(phenylsulfonyl)-1,2,3,8-tetrahydro-2,6-methanoazecino[4,3-b]indole
CAS No.:1426162-87-9
Molecular Formula:C₂₄H₂₄N₂O₂S
Molecular Weight:404.533
Hs Code.:

Synonyms:4-ethyl-9-(phenylsulfonyl)-1,2,3,8-tetrahydro-2,6-methanoazecino[4,3-b]indole

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 4-ethyl-9-(phenylsulfonyl)-1,2,3,8-tetrahydro-2,6-methanoazecino[4,3-b]indole

Chemical Property:

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Technology Process of 4-ethyl-9-(phenylsulfonyl)-1,2,3,8-tetrahydro-2,6-methanoazecino[4,3-b]indole

There total 4 articles about 4-ethyl-9-(phenylsulfonyl)-1,2,3,8-tetrahydro-2,6-methanoazecino[4,3-b]indole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 25.0%

: 1426162-83-5
2-(2-ethyl-3-iodo-2-propenyl)-7-(phenylsulfonyl)-1,2,3,6-tetrahydroazocino[4,3-b]indole

: 1426162-85-7
4-ethyl-9-(phenylsulfonyl)-1,2,3,6-tetrahydro-2,6-methanoazecino[4,3-b]indole

: 1426162-87-9
4-ethyl-9-(phenylsulfonyl)-1,2,3,8-tetrahydro-2,6-methanoazecino[4,3-b]indole

: 1426162-88-0
4-ethyl-6-hydroxy-9-(phenylsulfonyl)-1,2,3,6,7,8-hexahydro-2,6-methanoazecino[4,3-b]indole

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In toluene; for 24h; Reflux;
DOI:10.1016/j.tet.2013.01.064

Reference yield:

: C₁₉H₁₈N₂O₂S

: 1426162-85-7
4-ethyl-9-(phenylsulfonyl)-1,2,3,6-tetrahydro-2,6-methanoazecino[4,3-b]indole

: 1426162-87-9
4-ethyl-9-(phenylsulfonyl)-1,2,3,8-tetrahydro-2,6-methanoazecino[4,3-b]indole

Guidance literature:: Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane; acetonitrile / 20 °C / Inert atmosphere

2: N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene / toluene / 24 h / Reflux

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In dichloromethane; toluene; acetonitrile; 2: |Heck Reaction;
DOI:10.1016/j.tet.2013.01.064

Reference yield:

: 752212-12-7
2-allyl-3-[(N-allyl-N-tert-butoxycarbonylamino)-methyl]-1-(phenylsulfonyl)indole

: 1426162-85-7
4-ethyl-9-(phenylsulfonyl)-1,2,3,6-tetrahydro-2,6-methanoazecino[4,3-b]indole

: 1426162-87-9
4-ethyl-9-(phenylsulfonyl)-1,2,3,8-tetrahydro-2,6-methanoazecino[4,3-b]indole

Guidance literature:: Multi-step reaction with 4 steps

1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 2 h / Reflux; Inert atmosphere

2: hydrogenchloride / methanol / 18 h / 20 °C / Inert atmosphere

3: N-ethyl-N,N-diisopropylamine / dichloromethane; acetonitrile / 20 °C / Inert atmosphere

4: N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene / toluene / 24 h / Reflux

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In methanol; dichloromethane; toluene; acetonitrile; 4: |Heck Reaction;
DOI:10.1016/j.tet.2013.01.064