Organic Letters
Letter
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(4) For the reaction using 5-aryl-5,10-dihydrophenazine or 5,10-
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(18) Selected examples of synthesis of dinuclear magnesium diamide
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(19) Before heating magnesium amide in toluene with or without
FeCl2 and 1,2-dibromoethane, no insoluble solid except for FeCl2 was
observed in the reaction vessel. Heating the reaction mixture up to 100
°C led to rapid generation of an insoluble white solid, which might be
MgBr2, indicating that magnesium amides disproportionate to afford
the corresponding magnesium diamides.
(20) Synthesis of Fe2(NPh2)4 from metal (lithium) diphenylamide
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(21) (a) Nakamura, M.; Nakamura, E.; Koga, N.; Morokuma, K. J. Am.
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(22) We are working on intensive and exhaustive computation to
access the proposed reaction pathway, although the theoretical study
exceeds the scope of this communication. See: Sharma, A. K.; Sameera,
W. M. C.; Adak, L.; Jin, M.; Okuzono, C.; Iwamoto, T.; Nakamura, M.;
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(8) The C−N coupling reaction for dihydrophenazine synthesis
requires polysubstituted aniline precursors prepared via multistep
regioselective functionalizations; see ref 6.
(9) Reviews for palladium-catalyzed C−N coupling reaction between
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(10) Reviews for copper-catalyzed C−N coupling reaction between
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(13) Selected examples of aminations of haloarenes with electron-
withdrawing groups via an SNAr pathway: (a) Kim, Y. M.; Yu, S. J. Am.
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(14) Selected examples of aminations of haloarenes without electron-
withdrawing groups via SNAr pathway: (a) Kamikawa, K.; Kinoshita, S.;
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