Rongalite, Sodium hydroxymethanesulfinate
Rongalite generates in situ sulfite anions. Therefore, sodium hydroxymethanesulfinate can be used both as a reducing agent and as a reagent for the preparation of sulfones.
Recent Literature
The use of inexpensive rongalite as a reducing agent enables a transition
metal- and hydride-free chemoselective reduction of α-keto esters and α-keto
amides via a radical mechanism to provide a wide range of α-hydroxy esters and
α-hydroxy amides in very good yields. This mild and chemoselective method is
compatible with other reducible functionalities such as halides, alkenes,
amides, and nitriles.
S. Golla, H. P. Kokatla, J. Org. Chem., 2022, 87,
9915-9925.
The use of inexpensive rongalite as a reducing agent enables a transition
metal- and hydride-free chemoselective reduction of α-keto esters and α-keto
amides via a radical mechanism to provide a wide range of α-hydroxy esters and
α-hydroxy amides in very good yields. This mild and chemoselective method is
compatible with other reducible functionalities such as halides, alkenes,
amides, and nitriles.
S. Golla, H. P. Kokatla, J. Org. Chem., 2022, 87,
9915-9925.
Rongalite promotes a smoth, one-pot synthesis of aryl alkyl sulfides from
disulfides and alkyl halides at room temperature. This protocol is metal-free,
strong-base-free, and offers mild reaction conditions, operational simplicity,
short reaction times and high yields of products.
R.-y. Tang, P. Zhong, Q.-l. Lin, Synthesis, 2007, 85-91.
An unconventional [1 + 1 + 1 + 1 + 1 + 1] annulation process provides
β,β-dithioketones by merging C-C and C-S bond cleavage. In this reaction,
rongalite serves as C1 unit, sulfur(II) synthon, and a reductant. This
step-economical method enables the challenging construction of C5-substituted
1,3-dithianes under mild and simple conditions.
D.-S. Yang, X.-L. Chen, C.-Y. Wu, B.-C. Tang, Y.-C. Xiao, Y.-D. Wu, A.-X. Wu, Org. Lett., 2024,
26, 4340-4345.
