A versatile new synthesis of 4-aryl- and heteroaryl-[3,4-c]pyrrolocarbazoles by [4+2] cycloaddition followed by palladium catalysed cross coupling
โ Scribed by Gary McCort; Olivier Duclos; Caroline Cadilhac; Eric Guilpain
- Publisher
- Elsevier Science
- Year
- 1999
- Tongue
- French
- Weight
- 242 KB
- Volume
- 40
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
โฆ Synopsis
4-Bromo-and 4-trifluorosulfonyloxypyrrolo[3,4-c]carbazoles were prepared in five steps via a [4+2] cycloaddition and were used as key intermediates in paUadium-catalysed cross coupling reactions allowing the rapid generation of structurally diverse protein kinase C inhibitors.
๐ SIMILAR VOLUMES
Absfrucf N-Substltuted lmldazolylzlnc chlorides were reacted wlth 2bromopyrldlne In the presence of Pd(PPh3)4 and a two-fold excess of ZnCl2 to afford cross-coupled products In 58-93% ylelds. Deprotection provlded convenient routes to 2-or 4(5)-(2-pyrtdlnyl)lmldazoles.
Aryl iodides or bromides undergo a Pd (0)-CuI catalysed coupling with 3-(trialkylstannyl) benzo [ 1,4]dioxin-2-carboxamides to provide the corresponding 3-aryl derivatives.
Aryl iodides or bromides undergo a Pd (0)-CuI catalysed coupling with 3-(trialkylstannyl) benzol 1,4]dioxin-2-carboxamides to provide the corresponding 3-aryl derivatives.
## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.