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Answer ALL parts a) - c). In the following reaction sequence, the synthesis of compound 4 is achieved. Ts HN Ph Grubbs catalyst A Ar-Br TFA B Pd:(dba)3 P(t-Bu)3 Ph N. Ph base 3 4 b) Compound A undergoes a Heck reaction to give product B, which is not isolated but directly reacted with trifluoroacetic acid (TFA) to give the heterocyclic compound 3. Draw the curly arrow mechanism from A to B. Which type of reactions are involved in the conversion from B to 3? Suggest a mechanism for the conversion from B to 3. Draw the structure of the required arylbromide (Ar-Br) which is needed for the synthesis of 3. i1) iv)

Answer ALL parts a) - c). In the following reaction sequence, the synthesis of compound 4 is achieved. Ts HN Ph Grubbs catalyst A Ar-Br TFA B Pd:(dba)3 P(t-Bu)3 Ph N. Ph base 3 4 b) Compound A undergoes a Heck reaction to give product B, which is not isolated but directly reacted with trifluoroacetic acid (TFA) to give the heterocyclic compound 3. Draw the curly arrow mechanism from A to B. Which type of reactions are involved in the conversion from B to 3? Suggest a mechanism for the conversion from B to 3. Draw the structure of the required arylbromide (Ar-Br) which is needed for the synthesis of 3. i1) iv)

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Answer ALL parts a) - c). In the following reaction sequence, the synthesis of compound 4 is achieved. Ts HN Ph Grubbs catalyst Ar-Br TFA A B 2 Pd2(dba)3 P(t-Bu)3 Ph Ph base 3 b) Compound A undergoes a Heck reaction to give product B, which is not isolated but directly reacted with trifluoroacetic acid (TFA) to give the heterocyclic compound 3. i) i1) iI) Draw the curly arrow mechanism from A to B. Which type of reactions are involved in the conversion from B to 3? Suggest a mechanism for the conversion from B to 3 Draw the structure of the required arylbromide (Ar-Br) which is needed for the synthesis of 3. iv)
Transcribed Image Text:Answer ALL parts a) - c). In the following reaction sequence, the synthesis of compound 4 is achieved. Ts HN Ph Grubbs catalyst Ar-Br TFA A B 2 Pd2(dba)3 P(t-Bu)3 Ph Ph base 3 b) Compound A undergoes a Heck reaction to give product B, which is not isolated but directly reacted with trifluoroacetic acid (TFA) to give the heterocyclic compound 3. i) i1) iI) Draw the curly arrow mechanism from A to B. Which type of reactions are involved in the conversion from B to 3? Suggest a mechanism for the conversion from B to 3 Draw the structure of the required arylbromide (Ar-Br) which is needed for the synthesis of 3. iv)
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