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Catalyst-dependent selectivity in the relay catalytic branching cascade.

Avinash H Bansode¹, Aslam C Shaikh, Rahul D Kavthe

¹Organic Chemistry Division, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pune - 411 008 (India).

Chemistry (Weinheim an Der Bergstrasse, Germany)

|December 9, 2014

Summary

Diversity-oriented synthesis (DOS) using relay catalytic branching cascades (RCBCs) creates diverse molecular scaffolds. Catalyst choice dictates the specific scaffold formed from common starting materials and scaffold-building agents.

Keywords:

alkynols cascade synthesis chemoselectivity diversity-oriented synthesis homogeneous catalysis

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Area of Science:

Chemical Biology
Organic Synthesis
Medicinal Chemistry

Background:

Small organic molecules are crucial for discovering new therapeutic agents.
Diversity-oriented synthesis (DOS) is a key strategy for generating molecular collections.
Relay catalytic branching cascades (RCBCs) represent a novel DOS approach.

Purpose of the Study:

To investigate the application of RCBCs for synthesizing diverse molecular scaffolds.
To explore the influence of catalysts on RCBC reaction outcomes.
To demonstrate the formation of distinct molecular scaffolds from a common substrate.

Main Methods:

Utilized a common starting material and various scaffold-building agents (SBAs).
Employed catalytic systems to drive relay catalytic branching cascade reactions.
Analyzed the resulting molecular structures to identify scaffold diversity.

Main Results:

Successfully generated two distinct types of molecular scaffolds via RCBCs.
Demonstrated that the catalyst type is critical in determining the specific scaffold produced.
Highlighted the versatility of RCBCs in accessing varied chemical structures.

Conclusions:

RCBCs offer a powerful method for rapid generation of molecular diversity.
Catalyst selection is a key control point for directing scaffold formation in RCBCs.
This approach facilitates the synthesis of novel molecular scaffolds for drug discovery.