Approaches to α-amino acids via rearrangement to electron-deficient nitrogen: Beckmann and Hofmann rearrangements of appropriate carboxyl-protected substrates

• Sosale Chandrasekhar and
• V. Mohana Rao

Beilstein J. Org. Chem. 2012, 8, 1393–1399, doi:10.3762/bjoc.8.161

• , were thus formed in excellent yields (Table 3). The Hofmann rearrangement of carboxamides 9 was accomplished with one molar equivalent of phenyliodoso acetate [PhI(OAc)2] at 5–10 °C in methanolic KOH. The choice of the hypervalent iodine reagent was largely dictated by precedence [21][22][23]. The

Aryl nitrile oxide cycloaddition reactions in the presence of pinacol boronic acid ester

• Sarah L. Harding,
• Sebastian M. Marcuccio and
• G. Paul Savage

Beilstein J. Org. Chem. 2012, 8, 606–612, doi:10.3762/bjoc.8.67

• ; however, with the boronate ester benzonitrile oxide 5 only the anti cycloadduct was isolated and no syn cycloadduct was detected. Conclusion Aryl nitrile oxides can be prepared oxidatively in the presence of boronate esters by using the hypervalent iodine reagent, diacetoxyiodobenzene. Nitrile oxides

Recent advances in the gold-catalyzed additions to C–C multiple bonds

• He Huang,
• Yu Zhou and
• Hong Liu

Beilstein J. Org. Chem. 2011, 7, 897–936, doi:10.3762/bjoc.7.103

• . A gold-catalyzed direct alkynylation of indole and pyrrole heterocycles 204 with a benziodoxolone-based hypervalent iodine reagent 203 has been developed [91]. The functional group tolerance was greatly increased when compared with direct alkynylation of indoles reported previously. Kar et al