Year
Event
1551
War with Lovek.
1556
War with Lovek.
1557
Building of Wicha Prasitwong Fortress at the entrance of Khlong Bangkok Yai at Thonburi's south-eastern corner.

[Reference: The Chao Phya, River in Transition - Steve Van Beeck (1995) - page 44.]
1563
Foundation of Thonburi, a key settlement by the seventeenth century. It was called Thonburi Si Maha Samut (Oceanic City of Great Wealth) by the
Siamese. Thonburi was a customs port but had also a strategic military importance.

[Reference: The Chao Phya, River in Transition - Steve Van Beeck (1995) - page 41.]
1563
Evidence suggests that Patani engaged in a tributary relationship with Ayutthaya since early 1563. As long as a strong ruler existed in Ayutthaya, Patani
did not resist paying tribute to its northern neighbour in the form of the 'bunga mas dan perak', gold and silver flowers.

[Reference: Bradley, Francis R. - Moral Order in a Time of Damnation: The "Hikayat Patani" in Historical Context - Journal of Southeast Asian Studies
Vol 40, No 2 (Jun.,2009), pp 267-293 - Published by Cambridge University Press on behalf of Department of History, National University of Singapore.]
1563/4
Burma invades Ayutthaya.
1564
1564 - In 1564, when a Burmese army moved to attack Ayutthaya, King Chakkraphat requested assistance from Patani one of the obligations a powerful
mandala might expect of its vassals in return for the protection it offered. However, as the Ayutthaya army suffered defeat against its enemy, Patani
turned and occupied the city for a brief period, supported by a fleet of 200 ships, before the returning army managed to expel Patani’s force. Patani's
Sultan Mudhaffar Syah and in the fighting but entrusted rule to his brother Sultan Manzur Syah who he compelled to return by ship to Patani. In the
Hikayat Patani, this episode is only remembered as an attack on Siam.

[Reference: Bradley, Francis R. - Moral Order in a Time of Damnation: The "Hikayat Patani" in Historical Context - Journal of Southeast Asian Studies
Vol 40, No 2 (Jun. 2009), pp 267-293 - Published by Cambridge University Press on behalf of Department of History, National University of Singapore.]
1564
Burma invades Lan Chang.
1568/9
Burma invades Ayutthaya.
1569
Death of King Chakkraphat (r. 1548-1569). Enthronement of King Mahin (r. 1569).

[Ref: Royal Chronicles of Ayutthaya]
  Reign of King Mahin (1569)
1569
2 Aug
First fall of Ayutthaya.
1569
Death of King Mahin (r. 1569). Enthronement of King Maha Thammaracha also known as King Phra Sri Sanphet (reign 1569-1590).

[Ref: Royal Chronicles of Ayutthaya]
  Reign of King Maha Thammaracha (1569-1590)
1570
Chronicle evidence mentions Wiang Khuk was occupied by the armies of Burma (Hongsawadi) in their victorious campaign against Lan Chang in 1570.

[Ref: Sila Viravong. History of Laos (pp. 51, 74. 82, 102]; M. G. Maspero. (1940); Le Royaume de Vieng-Chan. Revue Indochinoise, 1, 500; Vientiane:
Transformations of a Lao Landscape - Marc Askew, Colin Long, William Logan, Routledge, (2006)]
1580
Cambodian attack on Nakhon Ratchasima.

[Ref: Vickery - Review of The Short History of the Kings of Siam - JSS 64 2; Van Vliet (1640) - The Short History of the Kings of Siam; The Royal
Chronicles of Ayutthaya - Richard D. Cushman (2006) / Source: Luang Prasoet. ]
1590
Death of Maha Thammaracha (reign 1569-1590). Enthronement of King Naresuan (r. 1590-1605).

[Ref: Royal Chronicles of Ayutthaya]
  Reign of King Naresuan (1590-1605)
1593-4
Invasion of Lovek (Cambodia) by Ayutthaya in the reign of King Thammaracha. Phraya Chakri and Phraya Kalahom led the Siamese forces, followed by
Prince Naresuan in the rear guard. The Cambodian king escaped to Laos while his brother was captured and taken to Ayutthaya.

[Ref: Van Vliet, Jeremias. The Short History of the Kings of Siam. Bangkok: The Siam Society, 1975 (Translated by David Wyatt); Vickery - Review of
The Short History of the Kings of Siam - JSS 64 2]
1595
Embassy sent by the Portuguese Captain of Malacca, D. Francisco de Silva de Menezes in order to request the King of Siam to release the Portuguese
and Christian captives taken during his war with Lovek (Cambodia) in 1594.  

[Ref: Embassies and Surrogates: case-study of a Malacca Embassy to Siam in 1595 - Teotonio R. De Souza (1989)]
   
1550 - 1599