Synthesis and stereochemical structures of novel spiro[benzocycloheptene-6(5H), 3 '-[3H]pyrazol]-5-ones
Reaction of a variety of 6-arylmethylene-6,7,8,9-tetrahydro-5H-benzoeycloheptene-5-ones 1a-f with nitrilimines (generated in situ by triethylamine dehydrohalogenation of the corresponding hydrazonoyl chlorides 2) in refluxing benzene, afforded the corresponding spiro[benzocycloheptene-6(5H),3'-...
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Published in | Journal of chemical research Vol. 2006; no. 2; pp. 81 - 83 |
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Main Author | |
Format | Journal Article |
Language | English |
Published |
ST ALBANS
Science Reviews Ltd
01.02.2006
Sage Publications Ltd |
Subjects | |
Online Access | Get full text |
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Summary: | Reaction of a variety of 6-arylmethylene-6,7,8,9-tetrahydro-5H-benzoeycloheptene-5-ones 1a-f with nitrilimines (generated in situ by triethylamine dehydrohalogenation of the corresponding hydrazonoyl chlorides 2) in refluxing benzene, afforded the corresponding spiro[benzocycloheptene-6(5H),3'-[3H]pyrazol]-5-ones 3a-h and not the isomeric forms spiro[benzocycloheptene-6(5H),4'-[4H]pyrazol]-5-ones 4 in a highly regioselective manner. The stereochemical configuration of the isolated products was established to be 3'R, 4'S based on single crystal X-ray diffraction of 3a. |
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Bibliography: | ObjectType-Article-2 SourceType-Scholarly Journals-1 ObjectType-Feature-1 content type line 23 |
ISSN: | 0308-2342 1747-5198 2047-6507 |
DOI: | 10.3184/030823406776330837 |