ISSN:
0947-6539
Keywords:
alkaloids
;
Heck reactions
;
heterocycles
;
indoles
;
total syntheses
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Arcyriacyanin A (1) has been synthesized by three different routes. In the first synthesis the bisbromomagnesium salt of 2,4′-biindole (5) was treated with dibromomaleimide (6) to yield arcyriacyanin A (1). The second approach used an intramolecular Heck reaction for the cyclization of a 4-(triflyloxy)arcyriarubin 8 to N-methylarcyriacyanin A (2). Thirdly, compound 2 was obtained by a domino Heck reaction between 3-bromo-4-[1-(tert-butoxycarbonyl)indol-3-yl]-1-methylmaleimide (9) and 4-bromoindole (10). The N-methyl derivative 2 could be transformed into arcyriacyanin A (1) by standard methods.
Additional Material:
5 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/chem.19970030112
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