๐”– Bobbio Scriptorium
โœฆ   LIBER   โœฆ

ChemInform Abstract: Reactions of 1,3-Dibromo-1,1-difluoro Compounds with 1,8-Diazabicyclo( 5.4.0)undec-7-ene.

โœ Scribed by S. ELSHEIMER; C. J. FOTI; M. D. BARTBERGER

Publisher
John Wiley and Sons
Year
2010
Weight
32 KB
Volume
28
Category
Article
ISSN
0931-7597

No coin nor oath required. For personal study only.

โœฆ Synopsis

Diazabicyclo( 5.4

.0)undec-7-ene.

-Treatment of halogen compounds (I) with DBU is investigated in order to obtain fluorinated dienes for cycloaddition reactions. However, the expected products (cf. (II)) are only obtained in the case of aryl substituents. Alkyl, cycloalkyl and alkoxy substituents cause monoelimination to give alkenes of type (V). Slightly more vigorous reaction conditions applied to derivative (Ig) yield the diene as the main product. Attempts to induce a second elimination on the alkene products under more vigorous conditions gives instead the trifluoromethyl alkenes (VIII) (no yields given). Dienes (II) are found to be unreactive towards a series of dienophiles; only with the dione (III) successful cycloaddition is observed. -

๐Ÿ“œ SIMILAR VOLUMES

ChemInform Abstract: Reaction of 1,8-Dia
ChemInform Abstract: Reaction of 1,8-Diazabicyclo(5.4.0)undec-8-ene with Methyl 3,5- Dinitrobenzoate and 1,3,5-Trinitrobenzene.
โœ J. K. SUTHERLAND ๐Ÿ“‚ Article ๐Ÿ“… 2010 ๐Ÿ› John Wiley and Sons โš– 28 KB ๐Ÿ‘ 1 views

Reaction of 1,8-Diazabicyclo(5.4.0)undec-8-ene with Methyl 3,5-Dinitrobenzoate and 1,3,5-Trinitrobenzene. -The initial reaction of DBU (II) with title compounds (I) and (V) gives the corresponding Meisenheimer complexes which undergo oxidation and ipso-displacement to form crimson 2-aminoindole der