Journal
HETEROCYCLES
Volume 63, Issue 4, Pages 809-818Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.3987/COM-03-9982
Keywords
iminophosphorane; azaazulene; cycloaddition; aza-Wittig reaction; rearrangement
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Reaction of 3-phenyl-8-triphenylphosphoimino-1-azaazulene (1) with arylaldehyde gave 2-aryl-4-phenyl-3H-1,2a-diazacyclopent[cd]azulenes. Reaction of I with trans-cinnamaldehyde gave 3-benzyl-1-pheny-2a,5-diazabenz[cd]azulene as cyclization product. Cycloaddition reaction of 1 with dimethyl acetylenedicarboxylate gave tetramethyl 4-phenyl-9,9b-diazaindeno[4,3a,3,2-bcd]azulene-1,2,3,9a-tetracarboxylate and hexamethyl 6phenyl-3aH-10c-azaacephenanthryene-1,2,3,3a,4,5-hexacarboxylate.
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