Metal-free thioesterification of α,β-unsaturated aldehydes with thiols

نویسندگان

چکیده

For the first time, synthesis of thioesters starting from enals and thiols has been performed in presence a bulky N-heterocyclic carbene (NHC) as catalyst.

برای دانلود باید عضویت طلایی داشته باشید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Chiral squaramide-catalysed one-pot enantioselective sulfa-Michael addition/thioesterification of thiols with α,β-unsaturated N-acylated succinimides.

A novel highly enantioselective one-pot dithiolation through sulfa-Michael addition/thioesterification of thiols with α,β-unsaturated N-acylated succinimides catalysed by squaramide has been developed. This organocatalysed reaction proceeded well in high to excellent yields (up to >99%) to afford useful bioactive β-sulfated thioester derivatives with high enantioselectivities (up to 96% ee).

متن کامل

Metal complexes of unsaturated polycarbonyl compounds derived from benzoyl acetone and aromatic aldehydes

Condensation of aromatic aldehydes with benzoyl acetone under specified conditions yieldedtwo series of polycarbonyl compounds in which the keto group is attached to olefinic linkage.Spectral and analytical data revealed the formation of an unsaturated triketone from pyridine-3-carbaldehyde and unsaturated diketone from furfural, salicylaldehyde and 2-hydroxynaphthaldehyde. Analytical, IR, 1H N...

متن کامل

Interaction of amines with ketone aldehydes and unsaturated aldehydes.

The optical changes occurring during the interaction of amines with ketone aldehydes or unsaturated aldehydes are accompanied by strong electron spin resonance signals, and can thus be explained as due to the transfer of one whole electron in the ground state.

متن کامل

Peptide-catalyzed consecutive 1,6- and 1,4-additions of thiols to α,β,γ,δ-unsaturated aldehydes.

Regio- and enantioselective addition of thiols to α,β,γ,δ-unsaturated aldehydes was performed with a resin-supported peptide catalyst. It was shown that a 1,4-adduct was generated mainly at the initial stage of the reaction, and this was eventually converted to a thermodynamically stable 1,6- and 1,4-diadduct through retro-addition/addition reactions.

متن کامل

NHC-catalyzed thioesterification of aldehydes by external redox activation.

The NHC-catalyzed thioesterification of aromatic or aliphatic aldehydes with a range of thiols was developed in the presence of a stoichiometric amount of an organic oxidant. Among the oxidants examined, phenazine was shown to give the best results in terms of chemical yield and compatibility with thiols.

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

ژورنال

عنوان ژورنال: Organic chemistry frontiers

سال: 2022

ISSN: ['2052-4110', '2052-4129']

DOI: https://doi.org/10.1039/d2qo00678b