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104
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84901335994
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The cyclization effectively proceeded using even 1.5 equiv. of NaO-t-Bu in the presence of 10% Pd/C (2 mol%) and DPPF (3 mol%) in mesitylene at 140°C. The low selectivity for the formation of indoline (1) or indole (2) was however achieved, and a mixture of 1 and 2 was obtained in 94% yield in the ratio of 48:52, respectively.
-
The cyclization effectively proceeded using even 1.5 equiv. of NaO-t-Bu in the presence of 10% Pd/C (2 mol%) and DPPF (3 mol%) in mesitylene at 140°C. The low selectivity for the formation of indoline (1) or indole (2) was however achieved, and a mixture of 1 and 2 was obtained in 94% yield in the ratio of 48:52, respectively.
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The amount of AcOH was determined to be 1.5 equiv., since 1 equiv. out of 2.5 equiv. of NaO-t-Bu should be theoretically consumed during the cyclization to quench the generated hydrogen bromide.
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The amount of AcOH was determined to be 1.5 equiv., since 1 equiv. out of 2.5 equiv. of NaO-t-Bu should be theoretically consumed during the cyclization to quench the generated hydrogen bromide.
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[19h]
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[19h]
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