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Intramolecular reactivity of arylcarbenes: 2-(Alkoxymethyl)phenylcarbenes

โœ Scribed by Wolfgang Kirmse; Dirk Schnitzler

Book ID
103409225
Publisher
Elsevier Science
Year
1994
Tongue
French
Weight
228 KB
Volume
35
Category
Article
ISSN
0040-4039

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๐Ÿ“œ SIMILAR VOLUMES

Intramolecular reactivity of arylcarbene
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Biphenyl-2-ylcarbenes, 2-ArC6H,CR, were generated photolytically and thermally from diazo precursors. Cyclization, leading to fluorenes, competes with capture of the carbenes by methanol but proceeds faster than intramolecular hydrogen shifts (with R = Me) and intermolecular C-H insertion reactions

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2-Allyloxyphenylcarbenes (8) undergo intramolecular addition (~ 9) and (formal) C-H insertion (-~ 11) competitively. Stereochemical labels indicate that 11 and major amounts of 9 arise from triplet 8. The intermolecular O-H insertion of singlet 8 with methanol (neat) is ca. 50 times faster than intr

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