Imino‐Bridged heterocycles. V  . Synthesis of 6,11‐dimethyl‐1 1 H ‐benzo[5,6]cyclohepta[1,2‐ c ]pyridin‐6,11‐imine by a regiospecific amide to olefin cyclization | Zendy

Brenner Daniel G. | Zendy; Halczenko Wasyl | Zendy; Shepard Kenneth L. | Zendy

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Imino‐Bridged heterocycles. V . Synthesis of 6,11‐dimethyl‐1 1 H ‐benzo[5,6]cyclohepta[1,2‐ c ]pyridin‐6,11‐imine by a regiospecific amide to olefin cyclization

Author(s) -

Brenner Daniel G.,

Halczenko Wasyl,

Shepard Kenneth L.

Publication year - 1986

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570230129

Subject(s) - chemistry , imine , amide , medicinal chemistry , cleavage (geology) , bond cleavage , sulfur , nitrogen , stereochemistry , base (topology) , catalysis , organic chemistry , mathematical analysis , geotechnical engineering , mathematics , fracture (geology) , engineering

Attempted utilization of sulfenimines 6a,b to prepare tertiary carbinamines as intermediates to the desired 6,11‐dimethyl‐11 H ‐benzo[5,6]cyclohepta[1,2‐ c ]pyridin‐6,11‐imine system ( 10 ) instead gave products resulting from nitrogen‐sulfur bond cleavage. The preparation and use of the corresponding sulfonimine 8 , however, led to 10 through a regiospecific base‐catalyzed reaction.

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