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0032578538
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Amidocarbonylation can proceed in the absence of acid cocatalysts, though yields are reduced and pressing conditions required: M. Beller, M. Eckert, F. Vollmüller, J. Mol. Catal. A 1998, 135, 23-33.
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Amidocarbonylation can proceed in the absence of acid cocatalysts, though yields are reduced and pressing conditions required: M. Beller, M. Eckert, F. Vollmüller, J. Mol. Catal. A 1998, 135, 23-33.
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13
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53549123362
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This acid mediated C-O activation is similar to other carbonylations of ethers/alcohols: a V. Mahadevan, Y. D. Y. L. Getzler, G. W. Coates, Angew. Chem. 2002, 114, 2905-2908;
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This acid mediated C-O activation is similar to other carbonylations of ethers/alcohols: a) V. Mahadevan, Y. D. Y. L. Getzler, G. W. Coates, Angew. Chem. 2002, 114, 2905-2908;
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a) R. Dhawan, R. D. Dghaym, B. A. Arndtsen, J. Am. Chem. Soc. 2003, 125, 1474-1475;
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21
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53549111705
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Cyclic structures similar to 3 have been postulated as intermediates in amidocarbonylation to form amido acid derivatives (reference [1]).
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Cyclic structures similar to 3 have been postulated as intermediates in amidocarbonylation to form amido acid derivatives (reference [1]).
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23
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53549107296
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These substrates can undergo carbonylation under pressing conditions (120°C, 80 bar CO, 41% yield), similar to reference [3], however, these conditions do not provide access to the cycloaddition (vide infra).
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These substrates can undergo carbonylation under pressing conditions (120°C, 80 bar CO, 41% yield), similar to reference [3], however, these conditions do not provide access to the cycloaddition (vide infra).
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24
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53549127371
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In addition to commercial, Pd(allyl)Cl}2, pre-synthesized catalyst 6 is slightly more effective Table 1, entry 8, For synthesis of 6, see reference [4
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2], pre-synthesized catalyst 6 is slightly more effective (Table 1, entry 8). For synthesis of 6, see reference [4].
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25
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1542377701
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Examples of chelation assisted C-O oxidative addition: a F. Kakiuchi, M. Usui, S. Ueno, N. Chatani, S. Murai, J. Am. Chem. Soc. 2004, 126, 2706-2707;
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Examples of chelation assisted C-O oxidative addition: a) F. Kakiuchi, M. Usui, S. Ueno, N. Chatani, S. Murai, J. Am. Chem. Soc. 2004, 126, 2706-2707;
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26
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Gribble, G.W.1
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53549091949
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This may result from the acidic catalyst in these reactions, inhibiting 3 formation, or the more nucleophilic ROH, which could rapidly trap 3
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This may result from the acidic catalyst in these reactions, inhibiting 3 formation, or the more nucleophilic ROH, which could rapidly trap 3.
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29
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22744450570
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For recent representative examples of catalytic pyrrole syntheses: a
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For recent representative examples of catalytic pyrrole syntheses: a) G. Balme, Angew. Chem. 2004, 116, 6396-6399;
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