In:
European Journal of Organic Chemistry, Wiley, Vol. 2018, No. 42 ( 2018-11-15), p. 5861-5868
Abstract:
By simply switching solvents, two sets of conditions for the total regio‐ and stereoselective photodimerization of ( E )‐3‐(imidazo[1,2‐ a ] pyrimidin‐2‐yl)acrylic acid [( E )‐ 7a ] have been found. In acetonitrile in the presence of benzophenone as photosensitizer or in cyclohexane, the head‐to‐head cis‐trans‐cis isomer 8a was the only observable cycloadduct. In DMSO, the head‐to‐head trans‐trans‐trans isomer 10a was obtained as the unique cycloadduct. The diester 9a , derived from 8a , was cyclized to the challenging, fully substituted diimidazobenzobutane system 13 present in benzosceptrins.
Type of Medium:
Online Resource
ISSN:
1434-193X
,
1099-0690
DOI:
10.1002/ejoc.v2018.42
DOI:
10.1002/ejoc.201800458
Language:
English
Publisher:
Wiley
Publication Date:
2018
detail.hit.zdb_id:
1475010-7
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