The Enal Diazo Group

The Enal Diazo Group

Department of Chemistry

Department of Chemistry

Research

The Katukojvala group main focus is to develop new catalytic activations in the metal-carbene and radical chemistry. The group also engaged in designing novel catalytic processes with the emphasis on atom economy and selectivity which would benefit both academia and pharmaceutical industry. The group works at the interface of Organometallic/Organic Chemistry to design new reactions/catalysts.

Research Interests

Current Research

Metal-Carbene Chemistry: Design of new metallocarbenes and their applications

Recently, our group introduced a conceptually new class of hybrid functional groups diazoenals. These hybrid functional groups are the rich source of new activation modes that would offer unprecedented reactivity through the controlled reactivity of diazo and enal functionalities integrated through the efficient π-conjugation. Chemoselective LUMO activation of diazoenal by transition-metal catalysis resulted in a highly electrophilic enalcarbenoid (Scheme 1). In addition, a cascade transition-metal catalysis and aminocatalysis offered HOMO activation of diazoenal leading to valuable γ-functionalized dienamines (Scheme 2). These two activation modes led to the discovery of distinct new catalytic reactions for the one-step construction of valuable nitrogen and oxygen heterocycles.
Our group also introduced diverse pyridazinium salts as the safe, air stable, benchtop precursors for the diazoenals and enalcarbenoids (Scheme 3). Pyridazinium salts can be prepared in multigram scale and stored at ambient temperature.

Scheme 1 & 2
Scheme 3: Pyridazinium salts as the benchtop precursors for the acceptor and donor-acceptor type enalcarbenoids
Scheme 3

Org. Lett. 2015, 17, 5878

Design of Diverse Enalcarbenoids

Design of Diverse Enalcarbenoids

Synthetic Applications of Enalcarbenoids

Synthetic Applications of Enalcarbenoids

Direct Synthesis Of Indoles
Application To Direct Synthesis Of 1,4-oxazines
Design of Diverse Enalcarbenoids
Piano-Stool Rhodium Enalcarbenoids: Application to Catalyst Controlled Metal-Templated Annulations of Diazoenals and 1,3-Dicarbonyls
Piano Stool Rhodium Enalcarbenoids

ACS Catal. 2018, 8, 11807

Enalcarbenoid - A New Catalytic Activation Mode in Chemical Synthesis