Acceptorless dehydrogenative construction of CN and CC bonds catalysed by air-stable ruthenium complexes.

At present, alcohols are discovered as sustainable starting materials that can be used in organic synthesis for various organic transformations and the preparation of commodity chemicals. Acceptorless Dehydrogenation (AD) and...

An efficient Ru doped hydrotalcite catalyzed N-alkylation of benzamides and sulfonamides with alcohols via borrowing hydrogen catalysis is illustrated. Various primary alcohols, including benzyl, heteroaryl, and aliphatic alcohols, were alkylated in good to excellent yields. To shed light on the mechanistic details, several control studies and deuterium labeling experiments were performed. Mechanistic studies underpin that the reaction is going via a borrowing hydrogen pathway rather than an SN1 type mechanism. The reaction can be easily scaled up without any detrimental effect on the yield. The catalyst is also capable of synthesizing quinazolinone directly from 2-aminobenzamide and alcohols. Successful recyclability and high reactivity highlight the practical applicability of the catalyst.

Herein, we describe the application of SNS-based ruthenium pincer catalyst for Guerbet condensation reaction of primary alcohols to prepare β-alkylated dimer alcohols in good yields. Moreover, the scope of these complexes to convert ethanol to butanol was also investigated. Furthermore, the work was extended toward the C-alkylation of secondary alcohols with primary alcohols to give α-alkylated ketones. Several control experiments were also conducted that shows the involvement of “borrowing hydrogen” in the protocol.

The usage of biomass‐derived chemicals to synthesize pharmaceutically important heterocyclic scaffold via acceptorless dehydrogenation is an emerging trend in chemistry. Herein, we describe the applicability of Ru‐doped hydrotalcite (Ru‐HT) in the dehydrogenative synthesis of structurally important acridine‐1,8‐dione derivatives. To highlight the practical utility, the gram‐scale synthesis of acridine‐1,8‐dione and the successful recyclability of the catalyst were shown.