✦ LIBER ✦
First reactions of vinylindoles with diethyl mesoxalate, nitrosobenzene, and chlorosulfonyl isocyanate: New functionalized and [b]annellated indoles
✍ Scribed by Ulf Pindur; Myung-Hwa Kim
- Publisher
- Elsevier Science
- Year
- 1989
- Tongue
- French
- Weight
- 803 KB
- Volume
- 45
- Category
- Article
- ISSN
- 0040-4020
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✦ Synopsis
Abetract: Diethyl mesoxalate reacts with 2-and 3-vinylindoles via electrophilic substitution to give new, functionalized and annellated indoles inhigh regioselectivities. Regio-controlled dimerization processes occur in the reactions of the vinylindoles 5a and 8a. Nitrosobenzene reacts with 2-and 3-vinylindoles in a multi-stage sequence including regiospecific tandem hetero-Diels-Alder reactions to give the new, 2,3_difunctionalized indoles 11 and 12 which are