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Volumn 9, Issue 22, 2007, Pages 4463-4466

Regiodivergent metal-catalyzed rearrangement of 3-iminocyclopropenes into N-fused heterocycles

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOPROPANE DERIVATIVE; CYCLOPROPENE; HETEROCYCLIC COMPOUND; METAL; UNCLASSIFIED DRUG;

EID: 35948975670     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol702084f     Document Type: Article
Times cited : (177)

References (45)
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    • (2006) Chem. Commun , pp. 632
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    • For cyclopropanation with 2-pyridyl diazo compounds, see
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    • 13 we observed very low levels of enantioselectivity in synthesis of 3-aryl-substituted cyclopropenes. However, selected examples indicate highly enantioselective cyclopropenation in a case of 3-carbomethoxy derivatives see Table 1
    • 13 we observed very low levels of enantioselectivity in synthesis of 3-aryl-substituted cyclopropenes. However, selected examples indicate highly enantioselective cyclopropenation in a case of 3-carbomethoxy derivatives (see Table 1).
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    • The C-2 site of indolizine is unfunctionalizable position and a substituent must be introduced prior to cyclization see ref 15
    • The C-2 site of indolizine is unfunctionalizable position and a substituent must be introduced prior to cyclization (see ref 15).
  • 36
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    • For a review, see: (a) Behnisch, R.; Behnisch, P.; Eggenweiler, M.; Wallenhorst, T. In Houben-Weyl; Kreher, R. P., Ed.; Georg Thieme Verlag Stuttgart: New York, 1994; E6a/2a, pp 323-451.
    • For a review, see: (a) Behnisch, R.; Behnisch, P.; Eggenweiler, M.; Wallenhorst, T. In Houben-Weyl; Kreher, R. P., Ed.; Georg Thieme Verlag Stuttgart: New York, 1994; Vol.E6a/2a, pp 323-451.
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  • 39
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    • Substrates, possessing alkyl substituents at C-1 position of cyclopropene ring produced only trace amounts of products under these reaction conditions.
    • Substrates, possessing alkyl substituents at C-1 position of cyclopropene ring produced only trace amounts of products under these reaction conditions.
  • 40
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    • For the synthesis of oxazolyl diazo compound, see ref 11
    • For the synthesis of oxazolyl diazo compound, see ref 11.
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    • Prepared via cyclopropenation of corresponding triazoloisoquinoline analogously to pyridyl derivatives 3a-o see the Supporting Information for details
    • Prepared via cyclopropenation of corresponding triazoloisoquinoline analogously to pyridyl derivatives 3a-o (see the Supporting Information for details).
  • 43
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    • Heterocyclic halides may be further functionalized via cross-coupling reactions.22 We have also shown (see ref 10) that halogen can be efficiently removed from the products
    • 22 We have also shown (see ref 10) that halogen can be efficiently removed from the products.
  • 45
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    • Halogen-free 3-(2-pyridyl)cyclopropenes were not examined in the described rearrangements as they were not available via cyclopropenation of pyridotriazoles see ref 10
    • Halogen-free 3-(2-pyridyl)cyclopropenes were not examined in the described rearrangements as they were not available via cyclopropenation of pyridotriazoles (see ref 10).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.